# Supplementary Information (SI) for RSC Advances.
# 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_shs_556_mobo_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2kz1j4
_database_code_depnum_ccdc_archive 'CCDC 2382366'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.molstruc.2024.140857 2025
#Added by publCIF



_audit_update_record             
;
2024-09-06 deposited with the CCDC.	2025-11-12 downloaded from the CCDC.
;


_diffrn_radiation_monochromator  Mirror
# publcif _publ_body_element loop end
_audit_creation_date             2024-03-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl5 Sb, C8 H14 N2'
_chemical_formula_sum            'C8 H14 Cl5 N2 Sb'
_chemical_formula_weight         437.21
_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'
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      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                   10.8365(3)
_cell_length_b                   11.8067(3)
_cell_length_c                   12.0281(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.920(3)
_cell_angle_gamma                90
_cell_volume                     1472.31(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6819
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      30.0
_cell_measurement_theta_min      2.5
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.758
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.972
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.797
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10523
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.797
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.376
_diffrn_reflns_theta_min         2.472
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.797
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3198
_reflns_number_total             3533
_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    ?
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         3533
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.051
_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)+(0.0138P)²+0.4328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0420
_refine_ls_wR_factor_ref         0.0444
_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) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C4(H4), C5(H5)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.52588(2) 0.48666(2) 0.34826(2) 0.01165(5) Uani 1 1 d . . . . .
Cl1 Cl 0.38905(6) 0.38713(4) 0.17947(4) 0.01784(12) Uani 1 1 d . . . . .
Cl2 Cl 0.70719(6) 0.33591(4) 0.35403(5) 0.01717(12) Uani 1 1 d . . . . .
Cl3 Cl 0.35232(6) 0.64698(4) 0.30780(5) 0.02122(13) Uani 1 1 d . . . . .
Cl4 Cl 0.62614(5) 0.59689(4) 0.22820(4) 0.01591(11) Uani 1 1 d . . . . .
Cl5 Cl 0.66092(6) 0.64358(4) 0.53859(4) 0.01762(12) Uani 1 1 d . . . . .
N1 N 0.4117(2) 1.03734(14) 0.30768(16) 0.0173(4) Uani 1 1 d . . . . .
H1 H 0.334447 1.066170 0.276745 0.021 Uiso 1 1 calc R U . . .
N2 N 0.81256(18) 0.79198(13) 0.41481(15) 0.0128(4) Uani 1 1 d . . . . .
H2A H 0.810854 0.802526 0.339439 0.015 Uiso 1 1 calc R U . . .
H2B H 0.749605 0.741323 0.415846 0.015 Uiso 1 1 calc R U . . .
C1 C 0.4330(2) 0.92961(17) 0.28389(19) 0.0186(5) Uani 1 1 d . . . . .
H1A H 0.365794 0.885756 0.234229 0.022 Uiso 1 1 calc R U . . .
C2 C 0.5534(2) 0.88279(17) 0.33207(19) 0.0173(5) Uani 1 1 d . . . . .
H2 H 0.569057 0.806286 0.315799 0.021 Uiso 1 1 calc R U . . .
C3 C 0.6520(2) 0.94736(16) 0.40452(18) 0.0140(4) Uani 1 1 d . . . . .
C4 C 0.6249(2) 1.05996(17) 0.42612(19) 0.0164(5) Uani 1 1 d . . . . .
H4 H 0.690408 1.106211 0.474748 0.020 Uiso 1 1 calc R U . . .
C5 C 0.5036(2) 1.10341(17) 0.37694(19) 0.0182(5) Uani 1 1 d . . . . .
H5 H 0.484741 1.179540 0.391735 0.022 Uiso 1 1 calc R U . . .
C6 C 0.7844(2) 0.90155(16) 0.46347(18) 0.0148(5) Uani 1 1 d . . . . .
H6A H 0.849324 0.958081 0.456714 0.018 Uiso 1 1 calc R U . . .
H6B H 0.793481 0.891255 0.547152 0.018 Uiso 1 1 calc R U . . .
C7 C 0.9409(2) 0.74353(17) 0.48076(19) 0.0160(5) Uani 1 1 d . . . . .
H7A H 0.941244 0.725368 0.561194 0.019 Uiso 1 1 calc R U . . .
H7B H 1.009727 0.799842 0.484499 0.019 Uiso 1 1 calc R U . . .
C8 C 0.9665(2) 0.63720(18) 0.4206(2) 0.0230(5) Uani 1 1 d . . . . .
H8A H 0.963063 0.655062 0.340204 0.034 Uiso 1 1 calc R U . . .
H8B H 0.900990 0.580161 0.421057 0.034 Uiso 1 1 calc R U . . .
H8C H 1.052158 0.607570 0.461705 0.034 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
Sb1 Cl1 2.4390(5) . ?
Sb1 Cl2 2.6370(5) . ?
Sb1 Cl3 2.6124(5) . ?
Sb1 Cl4 2.4234(5) . ?
Sb1 Cl5 2.9774(5) . ?
N1 H1 0.8800 . ?
N1 C1 1.338(3) . ?
N1 C5 1.346(3) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 C6 1.488(2) . ?
N2 C7 1.500(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.379(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(3) . ?
C3 C4 1.402(3) . ?
C3 C6 1.504(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.374(3) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.514(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 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
Cl1 Sb1 Cl2 87.966(18) . . ?
Cl1 Sb1 Cl3 87.919(18) . . ?
Cl1 Sb1 Cl5 169.572(17) . . ?
Cl2 Sb1 Cl5 101.777(17) . . ?
Cl3 Sb1 Cl2 169.894(19) . . ?
Cl3 Sb1 Cl5 81.863(17) . . ?
Cl4 Sb1 Cl1 91.837(19) . . ?
Cl4 Sb1 Cl2 85.315(18) . . ?
Cl4 Sb1 Cl3 85.596(19) . . ?
Cl4 Sb1 Cl5 85.340(16) . . ?
C1 N1 H1 118.6 . . ?
C1 N1 C5 122.7(2) . . ?
C5 N1 H1 118.6 . . ?
H2A N2 H2B 107.8 . . ?
C6 N2 H2A 109.0 . . ?
C6 N2 H2B 109.0 . . ?
C6 N2 C7 112.85(16) . . ?
C7 N2 H2A 109.0 . . ?
C7 N2 H2B 109.0 . . ?
N1 C1 H1A 120.3 . . ?
N1 C1 C2 119.5(2) . . ?
C2 C1 H1A 120.3 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 C6 123.44(18) . . ?
C4 C3 C6 118.42(19) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 119.5(2) . . ?
N1 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
N2 C6 C3 113.83(17) . . ?
N2 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 H7A 109.8 . . ?
N2 C7 H7B 109.8 . . ?
N2 C7 C8 109.53(17) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 Cl3 0.88 2.20 3.079(2) 175.8 2 yes
N2 H2A Cl2 0.91 2.31 3.2200(18) 176.0 2_655 yes
N2 H2B Cl4 0.91 2.83 3.4330(17) 124.5 . yes
N2 H2B Cl5 0.91 2.29 3.0676(19) 142.7 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.2(3) . . . . ?
C1 N1 C5 C4 0.0(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C3 C6 177.9(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C2 C3 C6 N2 15.1(3) . . . . ?
C3 C4 C5 N1 -0.4(3) . . . . ?
C4 C3 C6 N2 -166.80(18) . . . . ?
C5 N1 C1 C2 0.3(3) . . . . ?
C6 N2 C7 C8 -175.75(18) . . . . ?
C6 C3 C4 C5 -177.7(2) . . . . ?
C7 N2 C6 C3 -175.55(17) . . . . ?



_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
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