# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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_exp_3108_zbh_2aqsbcl
_database_code_depnum_ccdc_archive 'CCDC 2407443'
loop_
_audit_author_name
_audit_author_address
'Wenzhe Li'
;Jinan University
China
;
_audit_update_record             
;
2024-12-04 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_audit_creation_date             2024-09-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 Sb, C9 H9 N2'
_chemical_formula_sum            'C9 H9 Cl4 N2 Sb'
_chemical_formula_weight         408.73
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Sb Cl C N'
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'
Cl Cl 0.1484 0.1585 '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      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                   8.1635(4)
_cell_length_b                   9.5360(4)
_cell_length_c                   9.5703(4)
_cell_angle_alpha                86.176(4)
_cell_angle_beta                 71.264(4)
_cell_angle_gamma                73.032(4)
_cell_volume                     674.53(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7886
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.0320
_cell_measurement_theta_min      2.2190
_shelx_estimated_absorpt_T_max   0.603
_shelx_estimated_absorpt_T_min   0.603
_exptl_absorpt_coefficient_mu    2.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.76a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.012
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_preparation       2AQ
_exptl_crystal_recrystallization_method 2AQ
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0863
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12767
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.166
_diffrn_reflns_theta_min         2.234
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  84.00   0.50    1.20    --   14.73  30.00 -30.00  124
  2  ω     40.00  84.00   0.50    1.20    --   14.73  45.00 -95.00   88
  3  ω     47.00  73.00   0.50    1.20    --   14.73  61.00-150.00   52
  4  ω     -7.00  32.00   0.50    1.20    --   14.73  45.00 -95.00   78
  5  ω     -7.00  19.00   0.50    1.20    --   14.73  30.00 -30.00   52
  6  ω     -7.00  83.00   0.50    1.20    --   14.73  61.00   0.00  180
  7  ω     20.00  54.00   0.50    1.20    --  -15.91  45.00 120.00   68
  8  ω     36.00  85.00   0.50    1.20    --   14.73  77.00 150.00   98
  9  ω      9.00  53.00   0.50    1.20    --  -15.91  61.00  30.00   88
 10  ω     -9.00  51.00   0.50    1.20    --  -15.91  45.00   0.00  120
 11  ω    -12.00  27.00   0.50    1.20    --   14.73 -45.00 113.00   78
 12  ω    -27.00  17.00   0.50    1.20    --  -15.91 -94.00  90.00   88
 13  ω     29.00  68.00   0.50    1.20    --   14.73-125.00 150.00   78
 14  ω     16.00  69.00   0.50    1.20    --   14.73-125.00  60.00  106
 15  ω     13.00  69.00   0.50    1.20    --   14.73-125.00 -30.00  112
 16  ω     16.00  69.00   0.50    1.20    --   14.73-125.00-150.00  106
 17  ω     13.00  69.00   0.50    1.20    --   14.73-125.00-120.00  112
 18  ω     13.00  69.00   0.50    1.20    --   14.73-125.00 -60.00  112
 19  ω     13.00  52.00   0.50    1.20    --   14.73-125.00   0.00   78
 20  ω    -26.00  -1.00   0.50    1.20    --   14.73 -15.00   0.00   50
 21  ω    -28.00  -3.00   0.50    1.20    --   14.73 -15.00  30.00   50
 22  ω    -37.00   1.00   0.50    1.20    --  -15.91 -45.00 -30.00   76
 23  ω    -15.00  40.00   0.50    1.20    --   14.73 -77.00   0.00  110
 24  ω    -34.00  23.00   0.50    1.20    --   14.73 -94.00 120.00  114
 25  ω    -34.00  21.00   0.50    1.20    --  -15.91 -94.00  30.00  110
 26  ω    -33.00   6.00   0.50    1.20    --  -15.91 -94.00 -60.00   78
 27  ω    -25.00  19.00   0.50    1.20    --  -15.91 -94.00   0.00   88
 28  ω    -33.00  10.00   0.50    1.20    --  -15.91 -94.00 -90.00   86
 29  ω    -30.00  27.00   0.50    1.20    --   14.73 -45.00-180.00  114
 30  ω    -27.00  -1.00   0.50    1.20    --   14.73 -15.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0423683000
_diffrn_orient_matrix_UB_12      0.0426232000
_diffrn_orient_matrix_UB_13      0.0267392000
_diffrn_orient_matrix_UB_21      0.0555546000
_diffrn_orient_matrix_UB_22      0.0055510000
_diffrn_orient_matrix_UB_23      -0.0730956000
_diffrn_orient_matrix_UB_31      -0.0654779000
_diffrn_orient_matrix_UB_32      0.0648499000
_diffrn_orient_matrix_UB_33      -0.0085127000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2516
_reflns_number_total             2837
_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 1.171.43.76a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 40.84a (release 31-07-2020))'
_computing_data_reduction        'CrysAlisPro 1.171.43.76a (Rigaku OD, 2023)'
_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         0.408
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0117(6)
_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   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0275
_refine_ls_restrained_S_all      1.053
_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)+(0.0206P)²+0.0253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0538
_refine_ls_wR_factor_ref         0.0568
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N006(H006), C00B(H00C), C00C(H00D), C00D(H00E), C00E(H00F), C00F(H00G),
 C00G(H00H)
2.b X=CH2 refined with riding coordinates:
 N007(H00A,H00B)
;
_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 0.73378(2) 0.93330(2) 0.07253(2) 0.03544(9) Uani 1 1 d . . . . .
Cl02 Cl 0.88095(10) 1.06713(7) 0.18799(9) 0.0446(2) Uani 1 1 d . . . . .
Cl03 Cl 0.54008(11) 0.77653(8) -0.02069(9) 0.0507(2) Uani 1 1 d . . . . .
Cl04 Cl 0.51559(11) 0.93758(9) 0.30654(9) 0.0517(2) Uani 1 1 d . . . . .
Cl05 Cl 0.92567(11) 0.69933(8) 0.10839(10) 0.0528(2) Uani 1 1 d . . . . .
N006 N 0.3974(3) 0.5998(2) 0.2727(3) 0.0389(6) Uani 1 1 d . . . . .
H006 H 0.421167 0.658369 0.201607 0.047 Uiso 1 1 calc R U . . .
N007 N 0.6676(3) 0.4361(3) 0.1524(3) 0.0528(8) Uani 1 1 d . . . . .
H00A H 0.687609 0.499955 0.086198 0.063 Uiso 1 1 calc R U . . .
H00B H 0.745927 0.351713 0.145328 0.063 Uiso 1 1 calc R U . . .
C008 C 0.2010(4) 0.5552(3) 0.5066(3) 0.0355(7) Uani 1 1 d . . . . .
C009 C 0.2384(4) 0.6475(3) 0.3885(3) 0.0351(7) Uani 1 1 d . . . . .
C00A C 0.5158(4) 0.4676(3) 0.2655(4) 0.0395(8) Uani 1 1 d . . . . .
C00B C 0.4756(4) 0.3705(3) 0.3798(4) 0.0438(8) Uani 1 1 d . . . . .
H00C H 0.553497 0.276394 0.374728 0.053 Uiso 1 1 calc R U . . .
C00C C 0.1188(4) 0.7847(3) 0.3855(4) 0.0452(8) Uani 1 1 d . . . . .
H00D H 0.144570 0.845423 0.306314 0.054 Uiso 1 1 calc R U . . .
C00D C -0.0746(4) 0.7404(3) 0.6217(4) 0.0497(9) Uani 1 1 d . . . . .
H00E H -0.179288 0.773462 0.701067 0.060 Uiso 1 1 calc R U . . .
C00E C 0.3262(4) 0.4125(3) 0.4958(4) 0.0426(8) Uani 1 1 d . . . . .
H00F H 0.303086 0.347438 0.571361 0.051 Uiso 1 1 calc R U . . .
C00F C 0.0427(4) 0.6048(3) 0.6239(4) 0.0450(8) Uani 1 1 d . . . . .
H00G H 0.016369 0.545528 0.704304 0.054 Uiso 1 1 calc R U . . .
C00G C -0.0372(4) 0.8286(3) 0.5009(4) 0.0503(9) Uani 1 1 d . . . . .
H00H H -0.119673 0.919005 0.498672 0.060 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb01 Cl02 2.4957(8) . ?
Sb01 Cl03 2.8276(9) . ?
Sb01 Cl04 2.3658(8) . ?
Sb01 Cl05 2.3985(7) . ?
N006 H006 0.8600 . ?
N006 C009 1.385(3) . ?
N006 C00A 1.336(3) . ?
N007 H00A 0.8600 . ?
N007 H00B 0.8600 . ?
N007 C00A 1.328(4) . ?
C008 C009 1.395(4) . ?
C008 C00E 1.430(4) . ?
C008 C00F 1.391(4) . ?
C009 C00C 1.390(3) . ?
C00A C00B 1.405(4) . ?
C00B H00C 0.9300 . ?
C00B C00E 1.336(4) . ?
C00C H00D 0.9300 . ?
C00C C00G 1.365(4) . ?
C00D H00E 0.9300 . ?
C00D C00F 1.370(4) . ?
C00D C00G 1.389(4) . ?
C00E H00F 0.9300 . ?
C00F H00G 0.9300 . ?
C00G H00H 0.9300 . ?

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
Cl02 Sb01 Cl03 172.60(3) . . ?
Cl04 Sb01 Cl02 88.42(3) . . ?
Cl04 Sb01 Cl03 84.31(3) . . ?
Cl04 Sb01 Cl05 93.40(3) . . ?
Cl05 Sb01 Cl02 92.22(3) . . ?
Cl05 Sb01 Cl03 86.84(3) . . ?
C009 N006 H006 118.3 . . ?
C00A N006 H006 118.3 . . ?
C00A N006 C009 123.4(3) . . ?
H00A N007 H00B 120.0 . . ?
C00A N007 H00A 120.0 . . ?
C00A N007 H00B 120.0 . . ?
C009 C008 C00E 117.2(3) . . ?
C00F C008 C009 118.5(3) . . ?
C00F C008 C00E 124.3(3) . . ?
N006 C009 C008 118.8(2) . . ?
N006 C009 C00C 120.1(3) . . ?
C00C C009 C008 121.1(3) . . ?
N006 C00A C00B 118.5(3) . . ?
N007 C00A N006 118.2(3) . . ?
N007 C00A C00B 123.3(3) . . ?
C00A C00B H00C 119.8 . . ?
C00E C00B C00A 120.4(3) . . ?
C00E C00B H00C 119.8 . . ?
C009 C00C H00D 120.6 . . ?
C00G C00C C009 118.8(3) . . ?
C00G C00C H00D 120.6 . . ?
C00F C00D H00E 120.0 . . ?
C00F C00D C00G 120.0(3) . . ?
C00G C00D H00E 120.0 . . ?
C008 C00E H00F 119.2 . . ?
C00B C00E C008 121.6(3) . . ?
C00B C00E H00F 119.2 . . ?
C008 C00F H00G 119.8 . . ?
C00D C00F C008 120.4(3) . . ?
C00D C00F H00G 119.8 . . ?
C00C C00G C00D 121.0(3) . . ?
C00C C00G H00H 119.5 . . ?
C00D C00G H00H 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N006 C009 C00C C00G 179.8(3) . . . . ?
N006 C00A C00B C00E -2.9(5) . . . . ?
N007 C00A C00B C00E 175.4(3) . . . . ?
C008 C009 C00C C00G 0.2(5) . . . . ?
C009 N006 C00A N007 -177.1(3) . . . . ?
C009 N006 C00A C00B 1.3(4) . . . . ?
C009 C008 C00E C00B 1.9(5) . . . . ?
C009 C008 C00F C00D 1.1(5) . . . . ?
C009 C00C C00G C00D 1.8(5) . . . . ?
C00A N006 C009 C008 1.9(4) . . . . ?
C00A N006 C009 C00C -177.7(3) . . . . ?
C00A C00B C00E C008 1.3(5) . . . . ?
C00E C008 C009 N006 -3.4(4) . . . . ?
C00E C008 C009 C00C 176.1(3) . . . . ?
C00E C008 C00F C00D -176.5(3) . . . . ?
C00F C008 C009 N006 178.8(3) . . . . ?
C00F C008 C009 C00C -1.7(5) . . . . ?
C00F C008 C00E C00B 179.5(3) . . . . ?
C00F C00D C00G C00C -2.4(5) . . . . ?
C00G C00D C00F C008 0.9(5) . . . . ?

_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 3.652
_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_exp_3111_zbh_2aq8hqsbcl
_database_code_depnum_ccdc_archive 'CCDC 2407444'
loop_
_audit_author_name
_audit_author_address
'Wenzhe Li'
;Jinan University
China
;
_audit_update_record             
;
2024-12-04 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_audit_creation_date             2024-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 Sb, C9 H7.8 N1.9 O0.1'
_chemical_formula_sum            'C9 H7.80 Cl4 N1.90 O0.10 Sb'
_chemical_formula_weight         407.72
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Sb Cl C N'
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'
Cl Cl 0.1484 0.1585 '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                   8.18950(10)
_cell_length_b                   9.50370(10)
_cell_length_c                   9.6114(2)
_cell_angle_alpha                86.3010(10)
_cell_angle_beta                 70.882(2)
_cell_angle_gamma                73.3260(10)
_cell_volume                     676.72(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11624
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.9920
_cell_measurement_theta_min      2.2290
_shelx_estimated_absorpt_T_max   0.604
_shelx_estimated_absorpt_T_min   0.604
_exptl_absorpt_coefficient_mu    2.802
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    2.001
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             390
_exptl_crystal_preparation       '2aq 8hq'
_exptl_crystal_recrystallization_method '2aq 8hq'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            19208
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.139
_diffrn_reflns_theta_min         2.238
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00   3.00   0.50    3.00    --   14.73 -15.00 -60.00   68
  2  ω    -20.00   9.00   0.50    3.00    --   14.73 -30.00-120.00   58
  3  ω    -36.00   5.00   0.50    3.00    --  -15.91 -23.00 -86.00   82
  4  ω    -39.00  12.00   0.50    3.00    --  -15.91 -77.00 -60.00  102
  5  ω     14.00  66.00   0.50    3.00    --   14.73-125.00 -30.00  104
  6  ω     26.00  69.00   0.50    3.00    --   14.73-125.00 -60.00   86
  7  ω     12.00  49.00   0.50    3.00    --   14.73-125.00-150.00   74
  8  ω    -24.00  20.00   0.50    3.00    --  -15.91 -94.00-120.00   88
  9  ω     -8.00  20.00   0.50    3.00    --  -15.91 -94.00 -30.00   56
 10  ω     10.00  51.00   0.50    3.00    --   14.73 -94.00   0.00   82
 11  ω     17.00  42.00   0.50    3.00    --   14.73-125.00  90.00   50
 12  ω     44.00  69.00   0.50    3.00    --   14.73-125.00  90.00   50
 13  ω     20.00  65.00   0.50    3.00    --   14.73-125.00 150.00   90
 14  ω    -24.00   6.00   0.50    3.00    --  -15.91 -30.00 150.00   60
 15  ω    -15.00  11.00   0.50    3.00    --   14.73  23.00  79.00   52
 16  ω     -6.00  63.00   0.50    3.00    --   14.73  45.00-150.00  138
 17  ω     40.00  84.00   0.50    3.00    --   14.73  61.00-150.00   88
 18  ω     19.00  87.00   0.50    3.00    --   14.73  77.00 -30.00  136
 19  ω     30.00  75.00   0.50    3.00    --   14.73  23.00  79.00   90
 20  ω     51.00  81.00   0.50    3.00    --   14.73  45.00  90.00   60
 21  ω     55.00  80.00   0.50    3.00    --   14.73  77.00 120.00   50
 22  ω     48.00  81.00   0.50    3.00    --   14.73  45.00 120.00   66
 23  ω     32.00  58.00   0.50    3.00    --  -15.91  23.00  79.00   52
 24  ω     -9.00  35.00   0.50    3.00    --   14.73  77.00 120.00   88
 25  ω     -7.00  27.00   0.50    3.00    --   14.73  45.00 120.00   68
 26  ω      2.00  28.00   0.50    3.00    --   14.73  45.00  90.00   52
 27  ω    -15.00  13.00   0.50    3.00    --   14.73  77.00 -30.00   56
 28  ω    -11.00  84.00   0.50    3.00    --   14.73  61.00 -60.00  190
 29  ω     22.00  48.00   0.50    3.00    --  -15.91  61.00-180.00   52
 30  ω     -3.00  22.00   0.50    3.00    --   14.73  61.00-150.00   50
 31  ω    -45.00 -20.00   0.50    3.00    --  -15.91 140.00 -76.05   50
 32  ω    -39.00 -14.00   0.50    3.00    --  -15.91 125.00 -90.00   50
 33  ω    -42.00  17.00   0.50    3.00    --  -15.91  61.00-180.00  118
 34  ω    -61.00   2.00   0.50    3.00    --   14.73 -23.00 -86.00  126
 35  ω    -19.00   6.00   0.50    3.00    --   14.73 -94.00   0.00   50
 36  ω     -6.00  19.00   0.50    3.00    --  -15.91 -94.00  30.00   50
 37  ω    -15.00  12.00   0.50    3.00    --  -15.91 -94.00 150.00   54
 38  ω    -53.00  41.00   0.50    3.00    --   14.73 -61.00  30.00  188
 39  ω    -34.00  28.00   0.50    3.00    --  -15.91  23.00  79.00  124
 40  ω    -58.00  13.00   0.50    3.00    --   14.73 -30.00  90.00  142
 41  ω    -32.00   8.00   0.50    3.00    --   14.73 -30.00  60.00   80
 42  ω    -58.00 -33.00   0.50    3.00    --   14.73 -15.00 -60.00   50
 43  ω    -57.00 -25.00   0.50    3.00    --   14.73 -30.00-120.00   64
 44  ω    -58.00   8.00   0.50    3.00    --   14.73 -30.00-150.00  132
 45  ω     -9.00  16.00   0.50    3.00    --  -15.91 -94.00-180.00   50
 46  ω    -44.00 -19.00   0.50    3.00    --  -15.91 -45.00-150.00   50
 47  ω    -55.00  40.00   0.50    3.00    --   14.73 -61.00-180.00  190
 48  ω    -81.00 -56.00   0.50    3.00    --  -15.91 -45.00-150.00   50
 49  ω    -67.00 -42.00   0.50    3.00    --  -15.91 -23.00 -86.00   50
 50  ω    -86.00 -61.00   0.50    3.00    --  -15.91 -77.00 -60.00   50
 51  ω    -79.00 -54.00   0.50    3.00    --  -15.91 -30.00 150.00   50
 52  ω    -70.00 -44.00   0.50    3.00    --  -15.91 125.00  90.00   52
 53  ω    -70.00 -41.00   0.50    3.00    --  -15.91 125.00 150.00   58
 54  ω    -80.00 -55.00   0.50    3.00    --  -15.91 140.00 -76.05   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0888003000
_diffrn_orient_matrix_UB_12      0.0232729000
_diffrn_orient_matrix_UB_13      -0.0037877000
_diffrn_orient_matrix_UB_21      0.0352509000
_diffrn_orient_matrix_UB_22      -0.0013786000
_diffrn_orient_matrix_UB_23      -0.0780176000
_diffrn_orient_matrix_UB_31      -0.0002124000
_diffrn_orient_matrix_UB_32      -0.0743828000
_diffrn_orient_matrix_UB_33      -0.0024046000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2547
_reflns_number_total             2902
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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         0.445
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2902
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+0.0254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0593
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2. Restrained distances
 O1-C14
 1.35 with sigma of 0.01
3. Rigid bond restraints
 O1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Fixed Sof: N16(0.9) H16A(0.9) H16B(0.9) O1(0.1)
6.a Aromatic/amide H refined with riding coordinates:
 N6(H6), C12(H12), C9(H9), C13(H13), C11(H11), C8(H8)
6.b X=CH2 refined with riding coordinates:
 N16(H16A,H16B)
;
_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
Sb1 Sb 0.73345(2) 0.93279(2) 0.07237(2) 0.03818(8) Uani 1 1 d . . . . .
Cl3 Cl 0.88085(10) 1.06738(8) 0.18825(9) 0.0485(2) Uani 1 1 d . . . . .
Cl2 Cl 0.54192(12) 0.77590(9) -0.02102(9) 0.0547(2) Uani 1 1 d . . . . .
Cl4 Cl 0.51471(11) 0.93718(9) 0.30678(9) 0.0549(2) Uani 1 1 d . . . . .
Cl5 Cl 0.92392(11) 0.69876(8) 0.10708(9) 0.0565(2) Uani 1 1 d . . . . .
N6 N 0.3971(3) 0.5979(2) 0.2721(3) 0.0424(6) Uani 1 1 d . . . . .
H6 H 0.419994 0.655666 0.200171 0.051 Uiso 1 1 calc R U . . .
C15 C 0.2379(4) 0.6464(3) 0.3885(3) 0.0381(7) Uani 1 1 d . . . . .
N16 N 0.6667(4) 0.4347(3) 0.1529(3) 0.0515(8) Uani 0.9 1 d . . P . .
H16A H 0.685798 0.497873 0.085731 0.062 Uiso 0.9 1 calc R U P . .
H16B H 0.745492 0.350906 0.146330 0.062 Uiso 0.9 1 calc R U P . .
C10 C 0.1994(4) 0.5549(3) 0.5078(3) 0.0399(7) Uani 1 1 d . . . . .
C7 C 0.5172(4) 0.4661(3) 0.2653(4) 0.0451(7) Uani 1 1 d . . . . .
C12 C -0.0742(4) 0.7401(4) 0.6219(4) 0.0537(8) Uani 1 1 d . . . . .
H12 H -0.179080 0.773557 0.701127 0.064 Uiso 1 1 calc R U . . .
C9 C 0.3247(5) 0.4138(3) 0.4972(4) 0.0480(8) Uani 1 1 d . . . . .
H9 H 0.301861 0.349469 0.573497 0.058 Uiso 1 1 calc R U . . .
C14 C 0.1192(4) 0.7842(3) 0.3830(4) 0.0468(8) Uani 1 1 d D . . . .
C13 C -0.0362(4) 0.8272(3) 0.4997(4) 0.0540(9) Uani 1 1 d . . . . .
H13 H -0.118897 0.917209 0.497451 0.065 Uiso 1 1 calc R U . . .
C11 C 0.0424(4) 0.6058(3) 0.6251(3) 0.0479(8) Uani 1 1 d . . . . .
H11 H 0.016479 0.547880 0.706590 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4752(4) 0.3701(3) 0.3805(4) 0.0503(8) Uani 1 1 d . . . . .
H8 H 0.552028 0.275759 0.375977 0.060 Uiso 1 1 calc R U . . .
O1 O 0.163(3) 0.851(2) 0.2590(15) 0.060(6) Uani 0.1 1 d D 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
Sb1 Cl3 2.5068(8) . ?
Sb1 Cl2 2.8154(8) . ?
Sb1 Cl4 2.3690(8) . ?
Sb1 Cl5 2.3969(8) . ?
N6 H6 0.8600 . ?
N6 C15 1.389(3) . ?
N6 C7 1.343(3) . ?
C15 C10 1.401(4) . ?
C15 C14 1.399(4) . ?
N16 H16A 0.8600 . ?
N16 H16B 0.8600 . ?
N16 C7 1.312(4) . ?
C10 C9 1.422(4) . ?
C10 C11 1.386(4) . ?
C7 C8 1.406(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.395(4) . ?
C12 C11 1.362(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.346(4) . ?
C14 C13 1.368(4) . ?
C14 O1 1.308(9) . ?
C13 H13 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8 0.9300 . ?

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
Cl3 Sb1 Cl2 172.71(2) . . ?
Cl4 Sb1 Cl3 88.23(3) . . ?
Cl4 Sb1 Cl2 84.64(3) . . ?
Cl4 Sb1 Cl5 93.44(3) . . ?
Cl5 Sb1 Cl3 92.10(3) . . ?
Cl5 Sb1 Cl2 86.85(3) . . ?
C15 N6 H6 118.1 . . ?
C7 N6 H6 118.1 . . ?
C7 N6 C15 123.8(3) . . ?
N6 C15 C10 119.0(2) . . ?
N6 C15 C14 119.3(3) . . ?
C14 C15 C10 121.6(3) . . ?
H16A N16 H16B 120.0 . . ?
C7 N16 H16A 120.0 . . ?
C7 N16 H16B 120.0 . . ?
C15 C10 C9 116.6(3) . . ?
C11 C10 C15 118.5(3) . . ?
C11 C10 C9 124.8(3) . . ?
N6 C7 C8 117.7(3) . . ?
N16 C7 N6 118.4(3) . . ?
N16 C7 C8 123.9(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 119.9(3) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 C10 122.3(3) . . ?
C8 C9 H9 118.9 . . ?
C13 C14 C15 117.4(3) . . ?
O1 C14 C15 115.1(10) . . ?
O1 C14 C13 127.2(10) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 C12 121.9(3) . . ?
C14 C13 H13 119.1 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N6 C15 C10 C9 -2.9(4) . . . . ?
N6 C15 C10 C11 178.4(2) . . . . ?
N6 C15 C14 C13 179.7(3) . . . . ?
N6 C15 C14 O1 5.8(11) . . . . ?
N6 C7 C8 C9 -4.0(5) . . . . ?
C15 N6 C7 N16 -177.1(3) . . . . ?
C15 N6 C7 C8 2.5(4) . . . . ?
C15 C10 C9 C8 1.4(4) . . . . ?
C15 C10 C11 C12 2.0(4) . . . . ?
C15 C14 C13 C12 1.8(5) . . . . ?
N16 C7 C8 C9 175.5(3) . . . . ?
C10 C15 C14 C13 0.5(4) . . . . ?
C10 C15 C14 O1 -173.4(11) . . . . ?
C10 C9 C8 C7 2.1(5) . . . . ?
C7 N6 C15 C10 1.0(4) . . . . ?
C7 N6 C15 C14 -178.2(3) . . . . ?
C9 C10 C11 C12 -176.6(3) . . . . ?
C14 C15 C10 C9 176.3(3) . . . . ?
C14 C15 C10 C11 -2.4(4) . . . . ?
C13 C12 C11 C10 0.2(5) . . . . ?
C11 C10 C9 C8 180.0(3) . . . . ?
C11 C12 C13 C14 -2.2(5) . . . . ?
O1 C14 C13 C12 174.9(12) . . . . ?

_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 4.272
_oxdiff_exptl_absorpt_empirical_full_min 0.324
