# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_1111a
_database_code_depnum_ccdc_archive 'CCDC 2354262'
loop_
_audit_author_name
_audit_author_address
'CUI Haixia'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2024-06-15 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;
_audit_creation_date             2024-06-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'Br3.967 Cl1.033 Sb, 2(C13 H22 N)'
_chemical_formula_sum            'C26 H44 Br3.967 Cl1.033 N2 Sb'
_chemical_formula_weight         859.812
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
Br -0.38188 2.46625 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Sb -0.55470 1.55289 19.64180 19.04550 5.03710 2.68270 5.30340 0.46070 27.90740
75.28250 4.59090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.382(3)
_cell_length_b                   25.185(8)
_cell_length_c                   13.979(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3302.7(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6845
_cell_measurement_temperature    296.52
_cell_measurement_theta_max      25.20
_cell_measurement_theta_min      2.32
_exptl_absorpt_coefficient_mu    5.730
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.2021
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1731 before and 0.1030 after correction.
The Ratio of minimum to maximum transmission is 0.2710.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_description       block
_exptl_crystal_F_000             1680.992
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.1515
_diffrn_reflns_av_unetI/netI     0.1507
_diffrn_reflns_Laue_measured_fraction_full 0.9991
_diffrn_reflns_Laue_measured_fraction_max 0.9993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27784
_diffrn_reflns_point_group_measured_fraction_full 0.9993
_diffrn_reflns_point_group_measured_fraction_max 0.9990
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.32
_diffrn_ambient_temperature      296.52
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.999
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              32
_reflns_limit_k_min              -32
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                4895
_reflns_number_total             7261
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.7576
_refine_diff_density_min         -2.2816
_refine_diff_density_rms         0.3137
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.008(16)
_refine_ls_d_res_high            0.7801
_refine_ls_d_res_low             8.7913
_refine_ls_goodness_of_fit_ref   1.0230
_refine_ls_matrix_type           full
_refine_ls_number_constraints    85
_refine_ls_number_parameters     295
_refine_ls_number_reflns         7261
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.0771
_refine_ls_restrained_S_all      1.0228
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+1.4500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1436
_refine_ls_wR_factor_ref         0.1585
_olex2_refinement_description    
;
1. Shared sites
{Cl1, Br1}
{Cl3, Br3}
{Br1A, Cl2}
{Cl5, Br4A}
{Br2C, Cl4}
;
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
Sb1 Sb 0.57869(8) 0.41022(3) 0.67539(5) 0.0360(2) Uani 1.000000
Br1 Br 0.77853(14) 0.32632(5) 0.68148(9) 0.0490(5) Uani 0.939(9)
Br3 Br 0.79284(16) 0.47607(6) 0.62169(11) 0.0565(6) Uani 0.792(9)
Cl2 Cl 0.52552(19) 0.39862(7) 0.50353(11) 0.0463(7) Uani 0.524(9)
N1 N 0.4443(9) 0.5801(4) 0.4104(5) 0.041(2) Uani 1.000000
N2 N 1.0178(9) 0.3452(3) 0.4028(5) 0.035(2) Uani 1.000000
C1 C 0.4334(14) 0.5545(4) 0.3111(7) 0.048(3) Uani 1.000000
H1a H 0.3436(14) 0.5648(4) 0.2822(7) 0.057(4) Uiso 1.000000
H1b H 0.5095(14) 0.5682(4) 0.2711(7) 0.057(4) Uiso 1.000000
C4 C 0.5786(13) 0.5629(5) 0.4620(8) 0.046(3) Uani 1.000000
H4a H 0.5849(13) 0.5824(5) 0.5217(8) 0.055(4) Uiso 1.000000
H4b H 0.5701(13) 0.5256(5) 0.4778(8) 0.055(4) Uiso 1.000000
C6 C 0.1741(13) 0.5691(5) 0.4350(9) 0.059(4) Uani 1.000000
H6a H 0.159(3) 0.545(2) 0.383(4) 0.088(6) Uiso 1.000000
H6b H 0.1064(13) 0.562(3) 0.4848(19) 0.088(6) Uiso 1.000000
H6c H 0.162(3) 0.6049(10) 0.413(6) 0.088(6) Uiso 1.000000
C8 C 0.7715(7) 0.3510(3) 0.3231(5) 0.040(3) Uani 1.000000
C10 C 0.7000(9) 0.3027(3) 0.3199(5) 0.061(3) Uani 1.000000
H10 H 0.7143(9) 0.2777(3) 0.3680(5) 0.073(4) Uiso 1.000000
C12 C 0.6073(9) 0.2917(3) 0.2450(7) 0.068(4) Uani 1.000000
H12 H 0.5595(9) 0.2594(3) 0.2429(7) 0.081(5) Uiso 1.000000
C14 C 0.5860(8) 0.3290(4) 0.1732(5) 0.072(4) Uani 1.000000
H14 H 0.5239(8) 0.3217(4) 0.1230(5) 0.086(5) Uiso 1.000000
C16 C 0.6574(9) 0.3774(3) 0.1763(5) 0.067(4) Uani 1.000000
H16 H 0.6431(9) 0.4023(3) 0.1283(5) 0.081(5) Uiso 1.000000
C18 C 0.7501(8) 0.3884(2) 0.2513(6) 0.049(3) Uani 1.000000
H18 H 0.7979(8) 0.4207(2) 0.2534(6) 0.059(4) Uiso 1.000000
C20 C 0.4409(13) 0.6407(4) 0.3942(7) 0.044(3) Uani 1.000000
H20a H 0.5247(13) 0.6504(4) 0.3574(7) 0.052(3) Uiso 1.000000
H20b H 0.3582(13) 0.6489(4) 0.3553(7) 0.052(3) Uiso 1.000000
C22 C 0.8651(12) 0.3654(4) 0.4078(8) 0.041(3) Uani 1.000000
H22a H 0.8674(12) 0.4038(4) 0.4136(8) 0.049(3) Uiso 1.000000
H22b H 0.8213(12) 0.3515(4) 0.4654(8) 0.049(3) Uiso 1.000000
C24 C 1.1232(15) 0.4248(6) 0.4959(10) 0.074(4) Uani 1.000000
H24a H 1.167(10) 0.4362(9) 0.437(3) 0.112(7) Uiso 1.000000
H24b H 1.035(2) 0.4436(6) 0.505(7) 0.112(7) Uiso 1.000000
H24c H 1.186(9) 0.4321(7) 0.548(5) 0.112(7) Uiso 1.000000
C26 C 1.0873(12) 0.3678(5) 0.3126(8) 0.053(3) Uani 1.000000
H26a H 1.0374(12) 0.3538(5) 0.2572(8) 0.064(4) Uiso 1.000000
H26b H 1.0746(12) 0.4060(5) 0.3126(8) 0.064(4) Uiso 1.000000
C13 C 0.3229(13) 0.5623(5) 0.4734(8) 0.049(3) Uani 1.000000
H13a H 0.3367(13) 0.5250(5) 0.4879(8) 0.058(4) Uiso 1.000000
H13b H 0.3293(13) 0.5816(5) 0.5333(8) 0.058(4) Uiso 1.000000
C7 C 0.4421(15) 0.4955(5) 0.3125(8) 0.065(4) Uani 1.000000
H7a H 0.430(10) 0.4821(6) 0.2487(13) 0.098(5) Uiso 1.000000
H7b H 0.534(4) 0.4849(5) 0.337(6) 0.098(5) Uiso 1.000000
H7c H 0.368(6) 0.4816(5) 0.353(5) 0.098(5) Uiso 1.000000
C15 C 1.0931(14) 0.3645(5) 0.4911(8) 0.059(4) Uani 1.000000
H15a H 1.0330(14) 0.3554(5) 0.5451(8) 0.071(4) Uiso 1.000000
H15b H 1.1840(14) 0.3465(5) 0.4970(8) 0.071(4) Uiso 1.000000
C2 C 1.0251(13) 0.2849(5) 0.4001(8) 0.053(3) Uani 1.000000
H2a H 1.1241(13) 0.2747(5) 0.3927(8) 0.064(4) Uiso 1.000000
H2b H 0.9747(13) 0.2728(5) 0.3436(8) 0.064(4) Uiso 1.000000
C17 C 1.2475(12) 0.3556(6) 0.3012(9) 0.065(4) Uani 1.000000
H17a H 1.284(2) 0.374(3) 0.246(4) 0.097(6) Uiso 1.000000
H17b H 1.2978(18) 0.368(3) 0.357(3) 0.097(6) Uiso 1.000000
H17c H 1.2607(15) 0.3181(6) 0.294(6) 0.097(6) Uiso 1.000000
C9 C 0.7169(14) 0.5711(6) 0.4066(9) 0.069(4) Uani 1.000000
H9a H 0.716(4) 0.549(3) 0.350(4) 0.103(6) Uiso 1.000000
H9b H 0.725(5) 0.6077(9) 0.388(6) 0.103(6) Uiso 1.000000
H9c H 0.7963(15) 0.561(3) 0.446(2) 0.103(6) Uiso 1.000000
C19 C 0.3063(7) 0.6956(3) 0.5100(6) 0.057(4) Uani 1.000000
H19 H 0.2231(7) 0.6862(3) 0.4782(6) 0.069(4) Uiso 1.000000
C5 C 0.3006(9) 0.7307(3) 0.5867(6) 0.063(4) Uani 1.000000
H5 H 0.2136(9) 0.7447(3) 0.6062(6) 0.076(5) Uiso 1.000000
C21 C 0.4251(11) 0.7448(3) 0.6344(4) 0.067(4) Uani 1.000000
H21 H 0.4213(11) 0.7683(3) 0.6857(4) 0.080(5) Uiso 1.000000
C11 C 0.5551(9) 0.7239(4) 0.6053(5) 0.066(4) Uani 1.000000
H11 H 0.6383(9) 0.7333(4) 0.6372(5) 0.079(5) Uiso 1.000000
C23 C 0.5608(7) 0.6888(3) 0.5287(5) 0.051(3) Uani 1.000000
H23 H 0.6478(7) 0.6748(3) 0.5092(5) 0.061(4) Uiso 1.000000
C3 C 0.4363(9) 0.6747(3) 0.4810(4) 0.042(3) Uani 1.000000
C25 C 0.9659(17) 0.2558(6) 0.4847(9) 0.071(4) Uani 1.000000
H25a H 1.010(8) 0.269(3) 0.5421(11) 0.107(7) Uiso 1.000000
H25b H 0.865(2) 0.261(3) 0.488(4) 0.107(7) Uiso 1.000000
H25c H 0.986(9) 0.2185(7) 0.478(4) 0.107(7) Uiso 1.000000
Br1A Br 0.52552(19) 0.39862(7) 0.50353(11) 0.0463(7) Uani 0.476(9)
Cl3 Cl 0.79284(16) 0.47607(6) 0.62169(11) 0.0565(6) Uani 0.208(9)
Br4A Br 0.35017(15) 0.34050(5) 0.70949(9) 0.0499(5) Uani 0.922(9)
Br2C Br 0.40756(17) 0.49758(6) 0.69257(9) 0.0565(6) Uani 0.837(8)
Cl4 Cl 0.40756(17) 0.49758(6) 0.69257(9) 0.0565(6) Uani 0.163(8)
Cl5 Cl 0.35017(15) 0.34050(5) 0.70949(9) 0.0499(5) Uani 0.078(9)
Cl1 Cl 0.77853(14) 0.32632(5) 0.68148(9) 0.0490(5) Uani 0.061(9)


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 2.8260(15) . ?
Sb1 Br3 2.7112(17) . ?
Sb1 Cl2 2.4709(18) . ?
Sb1 Br1A 2.4709(18) . ?
Sb1 Cl3 2.7112(17) . ?
Sb1 Br4A 2.8119(16) . ?
Sb1 Br2C 2.7343(17) . ?
Sb1 Cl4 2.7343(17) . ?
Sb1 Cl5 2.8119(16) . ?
Sb1 Cl1 2.8260(15) . ?
N1 C1 1.534(13) . ?
N1 C4 1.515(13) . ?
N1 C20 1.544(14) . ?
N1 C13 1.509(14) . ?
N2 C22 1.522(13) . ?
N2 C26 1.529(13) . ?
N2 C15 1.503(14) . ?
N2 C2 1.521(14) . ?
C1 H1a 0.9700 . ?
C1 H1b 0.9700 . ?
C1 C7 1.487(16) . ?
C4 H4a 0.9700 . ?
C4 H4b 0.9700 . ?
C4 C9 1.525(17) . ?
C6 H6a 0.9600 . ?
C6 H6b 0.9600 . ?
C6 H6c 0.9600 . ?
C6 C13 1.505(16) . ?
C8 C10 1.3900 . ?
C8 C18 1.3900 . ?
C8 C22 1.518(12) . ?
C10 H10 0.9300 . ?
C10 C12 1.3900 . ?
C12 H12 0.9300 . ?
C12 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C18 1.3900 . ?
C18 H18 0.9300 . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C3 1.486(11) . ?
C22 H22a 0.9700 . ?
C22 H22b 0.9700 . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C24 C15 1.547(18) . ?
C26 H26a 0.9700 . ?
C26 H26b 0.9700 . ?
C26 C17 1.542(15) . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C15 H15a 0.9699 . ?
C15 H15b 0.9700 . ?
C2 H2a 0.9700 . ?
C2 H2b 0.9700 . ?
C2 C25 1.497(16) . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C19 H19 0.9300 . ?
C19 C5 1.3900 . ?
C19 C3 1.3900 . ?
C5 H5 0.9300 . ?
C5 C21 1.3900 . ?
C21 H21 0.9300 . ?
C21 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C3 1.3900 . ?
C25 H25a 0.9600 . ?
C25 H25b 0.9600 . ?
C25 H25c 0.9600 . ?

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
Br3 Sb1 Br1 88.51(5) . . ?
Cl2 Sb1 Br1 94.30(5) . . ?
Cl2 Sb1 Br3 87.29(6) . . ?
Br1A Sb1 Br1 94.30(5) . . ?
Br1A Sb1 Br3 87.29(6) . . ?
Br1A Sb1 Cl2 0.0 . . ?
Cl3 Sb1 Br1 88.51(5) . . ?
Cl3 Sb1 Br3 0.0 . . ?
Cl3 Sb1 Cl2 87.29(6) . . ?
Cl3 Sb1 Br1A 87.29(6) . . ?
Br4A Sb1 Br1 91.94(4) . . ?
Br4A Sb1 Br3 173.68(5) . . ?
Br4A Sb1 Cl2 86.39(5) . . ?
Br4A Sb1 Br1A 86.39(5) . . ?
Br4A Sb1 Cl3 173.68(5) . . ?
Br2C Sb1 Br1 171.30(5) . . ?
Br2C Sb1 Br3 88.12(5) . . ?
Br2C Sb1 Cl2 93.55(5) . . ?
Br2C Sb1 Br1A 93.55(5) . . ?
Br2C Sb1 Cl3 88.12(5) . . ?
Br2C Sb1 Br4A 92.29(5) . . ?
Cl4 Sb1 Br1 171.30(5) . . ?
Cl4 Sb1 Br3 88.12(5) . . ?
Cl4 Sb1 Cl2 93.55(5) . . ?
Cl4 Sb1 Br1A 93.55(5) . . ?
Cl4 Sb1 Cl3 88.12(5) . . ?
Cl4 Sb1 Br4A 92.29(5) . . ?
Cl4 Sb1 Br2C 0.0 . . ?
Cl5 Sb1 Br1 91.94(4) . . ?
Cl5 Sb1 Br3 173.68(5) . . ?
Cl5 Sb1 Cl2 86.39(5) . . ?
Cl5 Sb1 Br1A 86.39(5) . . ?
Cl5 Sb1 Cl3 173.68(5) . . ?
Cl5 Sb1 Br4A 0.0 . . ?
Cl5 Sb1 Br2C 92.29(5) . . ?
Cl5 Sb1 Cl4 92.29(5) . . ?
Cl1 Sb1 Br1 0.0 . . ?
Cl1 Sb1 Br3 88.51(5) . . ?
Cl1 Sb1 Cl2 94.30(5) . . ?
Cl1 Sb1 Br1A 94.30(5) . . ?
Cl1 Sb1 Cl3 88.51(5) . . ?
Cl1 Sb1 Br4A 91.94(4) . . ?
Cl1 Sb1 Br2C 171.30(5) . . ?
Cl1 Sb1 Cl4 171.30(5) . . ?
Cl1 Sb1 Cl5 91.94(4) . . ?
C4 N1 C1 111.6(9) . . ?
C20 N1 C1 106.4(7) . . ?
C20 N1 C4 111.6(9) . . ?
C13 N1 C1 110.7(9) . . ?
C13 N1 C4 105.4(7) . . ?
C13 N1 C20 111.3(9) . . ?
C26 N2 C22 108.4(9) . . ?
C15 N2 C22 107.2(8) . . ?
C15 N2 C26 110.9(9) . . ?
C2 N2 C22 112.2(9) . . ?
C2 N2 C26 109.4(8) . . ?
C2 N2 C15 108.8(8) . . ?
H1a C1 N1 108.8(6) . . ?
H1b C1 N1 108.8(6) . . ?
H1b C1 H1a 107.7 . . ?
C7 C1 N1 113.8(9) . . ?
C7 C1 H1a 108.8(8) . . ?
C7 C1 H1b 108.8(7) . . ?
H4a C4 N1 108.5(6) . . ?
H4b C4 N1 108.5(6) . . ?
H4b C4 H4a 107.5 . . ?
C9 C4 N1 115.3(8) . . ?
C9 C4 H4a 108.5(7) . . ?
C9 C4 H4b 108.5(7) . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
C13 C6 H6a 109.5 . . ?
C13 C6 H6b 109.5 . . ?
C13 C6 H6c 109.5 . . ?
C18 C8 C10 120.0 . . ?
C22 C8 C10 120.8 . . ?
C22 C8 C18 119.0 . . ?
H10 C10 C8 120.0(3) . . ?
C12 C10 C8 120.0 . . ?
C12 C10 H10 120.0(3) . . ?
H12 C12 C10 120.0(3) . . ?
C14 C12 C10 120.0 . . ?
C14 C12 H12 120.0(3) . . ?
H14 C14 C12 120.0(3) . . ?
C16 C14 C12 120.0 . . ?
C16 C14 H14 120.0(3) . . ?
H16 C16 C14 120.0(3) . . ?
C18 C16 C14 120.0 . . ?
C18 C16 H16 120.0(3) . . ?
C16 C18 C8 120.0 . . ?
H18 C18 C8 120.0(3) . . ?
H18 C18 C16 120.0(3) . . ?
H20a C20 N1 108.1(6) . . ?
H20b C20 N1 108.1(5) . . ?
H20b C20 H20a 107.3 . . ?
C3 C20 N1 116.8(8) . . ?
C3 C20 H20a 108.1(6) . . ?
C3 C20 H20b 108.1(5) . . ?
C8 C22 N2 115.4(8) . . ?
H22a C22 N2 108.4(5) . . ?
H22a C22 C8 108.4(5) . . ?
H22b C22 N2 108.4(6) . . ?
H22b C22 C8 108.4(5) . . ?
H22b C22 H22a 107.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
C15 C24 H24a 109.5 . . ?
C15 C24 H24b 109.5 . . ?
C15 C24 H24c 109.5 . . ?
H26a C26 N2 108.5(6) . . ?
H26b C26 N2 108.5(6) . . ?
H26b C26 H26a 107.5 . . ?
C17 C26 N2 115.2(11) . . ?
C17 C26 H26a 108.5(7) . . ?
C17 C26 H26b 108.5(7) . . ?
C6 C13 N1 117.3(9) . . ?
H13a C13 N1 108.0(6) . . ?
H13a C13 C6 108.0(7) . . ?
H13b C13 N1 108.0(6) . . ?
H13b C13 C6 108.0(7) . . ?
H13b C13 H13a 107.2 . . ?
H7a C7 C1 109.5 . . ?
H7b C7 C1 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C1 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
C24 C15 N2 116.0(10) . . ?
H15a C15 N2 106.9(6) . . ?
H15a C15 C24 107.7 . . ?
H15b C15 N2 109.4(6) . . ?
H15b C15 C24 107.2 . . ?
H15b C15 H15a 109.5 . . ?
H2a C2 N2 108.1(6) . . ?
H2b C2 N2 108.1(5) . . ?
H2b C2 H2a 107.3 . . ?
C25 C2 N2 117.0(10) . . ?
C25 C2 H2a 108.1(8) . . ?
C25 C2 H2b 108.1(7) . . ?
H17a C17 C26 109.5 . . ?
H17b C17 C26 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C26 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
H9a C9 C4 109.5 . . ?
H9b C9 C4 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C4 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
C5 C19 H19 120.0 . . ?
C3 C19 H19 120.0 . . ?
C3 C19 C5 120.0 . . ?
H5 C5 C19 120.0(3) . . ?
C21 C5 C19 120.0 . . ?
C21 C5 H5 120.0(3) . . ?
H21 C21 C5 120.0(3) . . ?
C11 C21 C5 120.0 . . ?
C11 C21 H21 120.0(3) . . ?
H11 C11 C21 120.0(3) . . ?
C23 C11 C21 120.0 . . ?
C23 C11 H11 120.0(3) . . ?
H23 C23 C11 120.0(3) . . ?
C3 C23 C11 120.0 . . ?
C3 C23 H23 120.0(3) . . ?
C19 C3 C20 118.9(7) . . ?
C23 C3 C20 121.0(7) . . ?
C23 C3 C19 120.0 . . ?
H25a C25 C2 109.5 . . ?
H25b C25 C2 109.5 . . ?
H25b C25 H25a 109.5 . . ?
H25c C25 C2 109.5 . . ?
H25c C25 H25a 109.5 . . ?
H25c C25 H25b 109.5 . . ?

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
N1 C20 C3 C19 -99.8(9) . . . . ?
N1 C20 C3 C23 85.0(10) . . . . ?
N2 C22 C8 C10 85.5(9) . . . . ?
N2 C22 C8 C18 -98.8(9) . . . . ?
C8 C10 C12 C14 0.0(7) . . . . ?
C8 C18 C16 C14 -0.0(7) . . . . ?
C10 C12 C14 C16 -0.0(7) . . . . ?
C12 C14 C16 C18 0.0(6) . . . . ?
C20 C3 C19 C5 -175.2(5) . . . . ?
C20 C3 C23 C11 175.1(5) . . . . ?
C19 C5 C21 C11 -0.0(7) . . . . ?
C19 C3 C23 C11 0.0(6) . . . . ?
C5 C21 C11 C23 0.0(6) . . . . ?
C21 C11 C23 C3 -0.0(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
Sb1 Br1 1 1
Sb1 Cl1 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 2.8260 0.0000 0.0000

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.87(2)
2 0.13(2)

####################################################################### 
# 
# 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_1111
_database_code_depnum_ccdc_archive 'CCDC 2354263'
loop_
_audit_author_name
_audit_author_address
'CUI Haixia'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2024-06-15 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;
_audit_creation_date             2024-06-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'Br3.038 Cl1.962 Sb, 2(C13 H22 N)'
_chemical_formula_sum            'C26 H44 Br3.038 Cl1.962 N2 Sb'
_chemical_formula_weight         817.028
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
Br -0.38188 2.46625 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Sb -0.55470 1.55289 19.64180 19.04550 5.03710 2.68270 5.30340 0.46070 27.90740
75.28250 4.59090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.431(3)
_cell_length_b                   14.022(4)
_cell_length_c                   25.166(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3328.0(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8270
_cell_measurement_temperature    295.87
_cell_measurement_theta_max      25.14
_cell_measurement_theta_min      2.17
_exptl_absorpt_coefficient_mu    4.608
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.1129
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1786 before and 0.0835 after correction.
The Ratio of minimum to maximum transmission is 0.1514.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_description       block
_exptl_crystal_F_000             1612.996
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_av_unetI/netI     0.1106
_diffrn_reflns_Laue_measured_fraction_full 0.9994
_diffrn_reflns_Laue_measured_fraction_max 0.9994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            27387
_diffrn_reflns_point_group_measured_fraction_full 0.9985
_diffrn_reflns_point_group_measured_fraction_max 0.9985
_diffrn_reflns_theta_full        25.0255
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.17
_diffrn_ambient_temperature      295.87
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.997
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              29
_reflns_limit_l_min              -29
_reflns_number_gt                4870
_reflns_number_total             5860
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.0992
_refine_diff_density_min         -1.1970
_refine_diff_density_rms         0.1996
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.012(12)
_refine_ls_d_res_high            0.8401
_refine_ls_d_res_low             9.3651
_refine_ls_goodness_of_fit_ref   1.0626
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    85
_refine_ls_number_parameters     295
_refine_ls_number_reflns         5860
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.0600
_refine_ls_shift/su_max          0.0022
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+5.9210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1180
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.925388
 0.074612
2. Shared sites
{Br4, Cl3a}
{Br3, Cl2}
{Br1, Cl5}
{Br1a, Cl1}
{Br2, Cl2a}
3. Restrained distances
 Sb1-Br4 \\sim Sb1-Cl3a
 with sigma of 0.02
 Sb1-Br2 \\sim Sb1-Cl2a
 with sigma of 0.02
 Sb1-Cl1 \\sim Sb1-Br1a
 with sigma of 0.02
 Sb1-Cl2 \\sim Sb1-Br3
 with sigma of 0.02
 Sb1-Br1 \\sim Sb1-Cl5
 with sigma of 0.02
4. Rigid bond restraints
 Cl1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 Cl2a
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Uiso/Uaniso restraints and constraints
Uanis(Cl3a) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl2a) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Br4) = Uanis(Cl3a)
Uanis(Br3) = Uanis(Cl2)
Uanis(Br1) = Uanis(Cl5)
Uanis(Br1a) = Uanis(Cl1)
Uanis(Br2) = Uanis(Cl2a)
6. Others
 Sof(Cl3a)=1-FVAR(1)
 Sof(Br4)=FVAR(1)
 Sof(Cl2a)=1-FVAR(2)
 Sof(Br2)=FVAR(2)
 Sof(Br1a)=1-FVAR(3)
 Sof(Cl1)=FVAR(3)
 Sof(Br3)=1-FVAR(4)
 Sof(Cl2)=FVAR(4)
 Sof(Cl5)=1-FVAR(5)
 Sof(Br1)=FVAR(5)
7.a Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C10(H10a,H10b), C14(H14a,H14b), C16(H16a,H16b), C18(H18a,H18b),
 C20(H20a,H20b), C24(H24a,H24b), C7(H7a,H7b)
7.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C25(H25), C3(H3), C13(H13), C8(H8), C17(H17), C11(H11), C23(H23),
 C15(H15), C21(H21)
7.c Fitted hexagon refined as free rotating group:
 C1(C26,C25,C3,C13,C8), C17(C5,C11,C23,C15,C21)
7.d Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C12(H12a,H12b,H12c), C22(H22a,H22b,H22c), C2(H2a,H2b,H2c),
 C9(H9a,H9b,H9c), C19(H19a,H19b,H19c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
Sb1 Sb 0.67366(6) 0.92632(4) 0.33913(2) 0.03197(19) Uani 1.000000 D . . .
Br1 Br 0.47302(11) 0.93221(9) 0.42354(4) 0.0464(4) Uani 0.872(7) D . P 1
Br4 Br 0.90263(12) 0.95888(8) 0.40923(4) 0.0472(5) Uani 0.828(8) D . P 1
Br2 Br 0.84264(16) 0.94226(10) 0.25204(5) 0.0537(6) Uani 0.602(7) D . P 1
Cl1 Cl 0.46073(16) 0.87321(12) 0.27416(5) 0.0531(6) Uani 0.471(7) D U P 1
Cl2 Cl 0.72499(19) 0.75703(13) 0.35069(7) 0.0431(8) Uani 0.793(7) D . P 1
N1 N 0.2347(7) 0.6548(5) 0.4051(2) 0.0319(17) Uani 1.000000 . . . .
N2 N 0.8058(7) 0.6594(5) 0.1715(3) 0.0345(17) Uani 1.000000 . . . .
C1 C 0.4810(6) 0.5732(4) 0.3983(2) 0.041(2) Uani 1.000000 . . . .
C26 C 0.5534(7) 0.5693(5) 0.4463(2) 0.052(3) Uani 1.000000 G . . .
H26 H 0.5402(7) 0.6169(5) 0.4716(2) 0.062(3) Uiso 1.000000 R . . .
C25 C 0.6455(7) 0.4941(5) 0.4567(2) 0.066(3) Uani 1.000000 G . . .
H25 H 0.6940(7) 0.4915(5) 0.4888(2) 0.080(4) Uiso 1.000000 R . . .
C3 C 0.6653(7) 0.4230(4) 0.4189(3) 0.067(3) Uani 1.000000 G . . .
H3 H 0.7269(7) 0.3727(4) 0.4258(3) 0.080(4) Uiso 1.000000 R . . .
C13 C 0.5929(7) 0.4270(4) 0.3709(3) 0.066(3) Uani 1.000000 G . . .
H13 H 0.6061(7) 0.3794(4) 0.3456(3) 0.079(4) Uiso 1.000000 R . . .
C8 C 0.5008(7) 0.5021(5) 0.36053(18) 0.044(2) Uani 1.000000 G . . .
H8 H 0.4523(7) 0.5048(5) 0.32837(18) 0.053(3) Uiso 1.000000 R . . .
C4 C 0.1646(10) 0.5651(7) 0.3832(3) 0.047(2) Uani 1.000000 . . . .
H4a H 0.1787(10) 0.5635(7) 0.3451(3) 0.057(3) Uiso 1.000000 R . . .
H4b H 0.2126(10) 0.5100(7) 0.3981(3) 0.057(3) Uiso 1.000000 R . . .
C6 C 0.1313(11) 0.7512(8) 0.3267(4) 0.063(3) Uani 1.000000 . . . .
H6a H 0.2205(11) 0.753(5) 0.3083(4) 0.094(5) Uiso 1.000000 GR . . .
H6b H 0.078(7) 0.696(3) 0.3154(7) 0.094(5) Uiso 1.000000 GR . . .
H6c H 0.079(7) 0.808(3) 0.3188(5) 0.094(5) Uiso 1.000000 GR . . .
C10 C 0.2294(10) 0.6516(7) 0.4652(3) 0.044(2) Uani 1.000000 . . . .
H10a H 0.1311(10) 0.6438(7) 0.4758(3) 0.053(3) Uiso 1.000000 R . . .
H10b H 0.2799(10) 0.5950(7) 0.4768(3) 0.053(3) Uiso 1.000000 R . . .
C12 C 1.0803(10) 0.6845(8) 0.1802(4) 0.054(3) Uani 1.000000 . . . .
H12a H 1.095(3) 0.670(4) 0.1434(6) 0.081(4) Uiso 1.000000 GR . . .
H12b H 1.1472(11) 0.7323(19) 0.191(2) 0.081(4) Uiso 1.000000 GR . . .
H12c H 1.093(2) 0.628(3) 0.201(2) 0.081(4) Uiso 1.000000 GR . . .
C14 C 0.6710(11) 0.7118(7) 0.1895(4) 0.046(2) Uani 1.000000 . . . .
H14a H 0.6662(11) 0.7722(7) 0.1708(4) 0.055(3) Uiso 1.000000 R . . .
H14b H 0.6798(11) 0.7259(7) 0.2271(4) 0.055(3) Uiso 1.000000 R . . .
C16 C 0.3878(9) 0.6592(7) 0.3849(3) 0.039(2) Uani 1.000000 . . . .
H16a H 0.3858(9) 0.6666(7) 0.3466(3) 0.046(3) Uiso 1.000000 R . . .
H16b H 0.4322(9) 0.7158(7) 0.3996(3) 0.046(3) Uiso 1.000000 R . . .
C18 C 0.1577(12) 0.7453(7) 0.3865(4) 0.051(3) Uani 1.000000 . . . .
H18a H 0.0671(12) 0.7490(7) 0.4047(4) 0.062(3) Uiso 1.000000 R . . .
H18b H 0.2131(12) 0.8003(7) 0.3972(4) 0.062(3) Uiso 1.000000 R . . .
C20 C 0.9272(10) 0.7227(7) 0.1882(4) 0.043(2) Uani 1.000000 . . . .
H20a H 0.9152(10) 0.7374(7) 0.2256(4) 0.052(3) Uiso 1.000000 R . . .
H20b H 0.9189(10) 0.7823(7) 0.1689(4) 0.052(3) Uiso 1.000000 R . . .
C22 C 0.8118(12) 0.5610(7) 0.2565(3) 0.059(3) Uani 1.000000 . . . .
H22a H 0.723(3) 0.587(5) 0.2685(4) 0.088(4) Uiso 1.000000 GR . . .
H22b H 0.822(8) 0.4967(9) 0.2690(4) 0.088(4) Uiso 1.000000 GR . . .
H22c H 0.888(5) 0.599(4) 0.2700(4) 0.088(4) Uiso 1.000000 GR . . .
C24 C 0.8154(10) 0.5618(6) 0.1964(3) 0.040(2) Uani 1.000000 . . . .
H24a H 0.7374(10) 0.5233(6) 0.1833(3) 0.048(3) Uiso 1.000000 R . . .
H24b H 0.9028(10) 0.5319(6) 0.1848(3) 0.048(3) Uiso 1.000000 R . . .
C7 C 0.8072(10) 0.6442(6) 0.1106(3) 0.036(2) Uani 1.000000 . . . .
H7a H 0.7232(10) 0.6080(6) 0.1011(3) 0.044(3) Uiso 1.000000 R . . .
H7b H 0.8887(10) 0.6050(6) 0.1019(3) 0.044(3) Uiso 1.000000 R . . .
C2 C 0.0050(11) 0.5554(8) 0.3945(4) 0.065(3) Uani 1.000000 . . . .
H2a H -0.0430(15) 0.612(2) 0.383(3) 0.097(5) Uiso 1.000000 GR . . .
H2b H -0.0321(18) 0.502(3) 0.375(2) 0.097(5) Uiso 1.000000 GR . . .
H2c H -0.0096(12) 0.546(5) 0.4319(5) 0.097(5) Uiso 1.000000 GR . . .
C17 C 0.6870(6) 0.7781(5) 0.0620(2) 0.047(2) Uani 1.000000 . . . .
H17 H 0.6010(6) 0.7580(5) 0.0762(2) 0.056(3) Uiso 1.000000 R . . .
C5 C 0.8119(7) 0.7317(3) 0.0759(2) 0.038(2) Uani 1.000000 G . . .
C11 C 0.9404(6) 0.7618(5) 0.0547(3) 0.053(3) Uani 1.000000 G . . .
H11 H 1.0239(6) 0.7308(5) 0.0640(3) 0.063(3) Uiso 1.000000 R . . .
C23 C 0.9440(7) 0.8383(5) 0.0196(2) 0.065(3) Uani 1.000000 G . . .
H23 H 1.0300(7) 0.8584(5) 0.0053(2) 0.077(4) Uiso 1.000000 R . . .
C15 C 0.8191(9) 0.8846(4) 0.0056(2) 0.054(3) Uani 1.000000 G . . .
H15 H 0.8215(9) 0.9358(4) -0.0179(2) 0.065(3) Uiso 1.000000 R . . .
C21 C 0.6906(7) 0.8545(4) 0.0269(3) 0.063(3) Uani 1.000000 G . . .
H21 H 0.6071(7) 0.8856(4) 0.0176(3) 0.075(4) Uiso 1.000000 R . . .
C9 C 0.2883(14) 0.7350(7) 0.4949(4) 0.063(3) Uani 1.000000 . . . .
H9a H 0.237(5) 0.7915(12) 0.486(2) 0.094(5) Uiso 1.000000 GR . . .
H9b H 0.280(8) 0.724(3) 0.5324(4) 0.094(5) Uiso 1.000000 GR . . .
H9c H 0.386(3) 0.743(3) 0.486(2) 0.094(5) Uiso 1.000000 GR . . .
C19 C 0.5302(12) 0.6584(8) 0.1806(4) 0.062(3) Uani 1.000000 . . . .
H19a H 0.526(4) 0.635(5) 0.1448(9) 0.093(5) Uiso 1.000000 GR . . .
H19b H 0.524(4) 0.606(3) 0.205(2) 0.093(5) Uiso 1.000000 GR . . .
H19c H 0.4523(12) 0.7011(16) 0.187(3) 0.093(5) Uiso 1.000000 GR . . .
Cl3a Cl 0.90263(12) 0.95888(8) 0.40923(4) 0.0472(5) Uani 0.172(8) D U P 2
Cl2a Cl 0.84264(16) 0.94226(10) 0.25204(5) 0.0537(6) Uani 0.398(7) D U P 2
Br1a Br 0.46073(16) 0.87321(12) 0.27416(5) 0.0531(6) Uani 0.529(7) D . P 2
Br3 Br 0.72499(19) 0.75703(13) 0.35069(7) 0.0431(8) Uani 0.207(7) D . P 2
Cl5 Cl 0.47302(11) 0.93221(9) 0.42354(4) 0.0464(4) Uani 0.128(7) D . P 2


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 2.8460(12) . ?
Sb1 Br4 2.8254(13) . ?
Sb1 Br2 2.7190(14) . ?
Sb1 Cl1 2.6946(16) . ?
Sb1 Cl2 2.440(2) . ?
Sb1 Cl3a 2.8254(13) . ?
Sb1 Cl2a 2.7190(14) . ?
Sb1 Br1a 2.6946(16) . ?
Sb1 Br3 2.440(2) . ?
Sb1 Cl5 2.8460(12) . ?
N1 C4 1.524(12) . ?
N1 C10 1.516(10) . ?
N1 C16 1.532(10) . ?
N1 C18 1.535(12) . ?
N2 C14 1.536(11) . ?
N2 C20 1.508(11) . ?
N2 C24 1.508(11) . ?
N2 C7 1.549(10) . ?
C1 C26 1.3900 . ?
C1 C8 1.3900 . ?
C1 C16 1.529(10) . ?
C26 H26 0.9300 . ?
C26 C25 1.3900 . ?
C25 H25 0.9300 . ?
C25 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C8 1.3900 . ?
C8 H8 0.9300 . ?
C4 H4a 0.9700 . ?
C4 H4b 0.9700 . ?
C4 C2 1.538(13) . ?
C6 H6a 0.9600 . ?
C6 H6b 0.9600 . ?
C6 H6c 0.9600 . ?
C6 C18 1.529(13) . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C9 1.495(13) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C12 C20 1.554(14) . ?
C14 H14a 0.9700 . ?
C14 H14b 0.9700 . ?
C14 C19 1.541(14) . ?
C16 H16a 0.9700 . ?
C16 H16b 0.9700 . ?
C18 H18a 0.9700 . ?
C18 H18b 0.9700 . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?
C22 C24 1.512(12) . ?
C24 H24a 0.9700 . ?
C24 H24b 0.9700 . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C5 1.506(9) . ?
C2 H2a 0.9600 . ?
C2 H2b 0.9600 . ?
C2 H2c 0.9600 . ?
C17 H17 0.9300 . ?
C17 C5 1.3900 . ?
C17 C21 1.3900 . ?
C5 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C21 1.3900 . ?
C21 H21 0.9300 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?

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 92.15(3) . . ?
Br2 Sb1 Br1 171.47(4) . . ?
Br2 Sb1 Br4 92.41(4) . . ?
Cl1 Sb1 Br1 88.02(4) . . ?
Cl1 Sb1 Br4 173.25(5) . . ?
Cl1 Sb1 Br2 88.30(4) . . ?
Cl2 Sb1 Br1 94.08(5) . . ?
Cl2 Sb1 Br4 86.05(5) . . ?
Cl2 Sb1 Br2 93.42(5) . . ?
Cl2 Sb1 Cl1 87.20(6) . . ?
Cl3a Sb1 Br1 92.15(3) . . ?
Cl3a Sb1 Br4 0.0 . . ?
Cl3a Sb1 Br2 92.41(4) . . ?
Cl3a Sb1 Cl1 173.25(5) . . ?
Cl3a Sb1 Cl2 86.05(5) . . ?
Cl2a Sb1 Br1 171.47(4) . . ?
Cl2a Sb1 Br4 92.41(4) . . ?
Cl2a Sb1 Br2 0.0 . . ?
Cl2a Sb1 Cl1 88.30(4) . . ?
Cl2a Sb1 Cl2 93.42(5) . . ?
Cl2a Sb1 Cl3a 92.41(4) . . ?
Br1a Sb1 Br1 88.02(4) . . ?
Br1a Sb1 Br4 173.25(5) . . ?
Br1a Sb1 Br2 88.30(4) . . ?
Br1a Sb1 Cl1 0.0 . . ?
Br1a Sb1 Cl2 87.20(6) . . ?
Br1a Sb1 Cl3a 173.25(5) . . ?
Br1a Sb1 Cl2a 88.30(4) . . ?
Br3 Sb1 Br1 94.08(5) . . ?
Br3 Sb1 Br4 86.05(5) . . ?
Br3 Sb1 Br2 93.42(5) . . ?
Br3 Sb1 Cl1 87.20(6) . . ?
Br3 Sb1 Cl2 0.0 . . ?
Br3 Sb1 Cl3a 86.05(5) . . ?
Br3 Sb1 Cl2a 93.42(5) . . ?
Br3 Sb1 Br1a 87.20(6) . . ?
Cl5 Sb1 Br1 0.0 . . ?
Cl5 Sb1 Br4 92.15(3) . . ?
Cl5 Sb1 Br2 171.47(4) . . ?
Cl5 Sb1 Cl1 88.02(4) . . ?
Cl5 Sb1 Cl2 94.08(5) . . ?
Cl5 Sb1 Cl3a 92.15(3) . . ?
Cl5 Sb1 Cl2a 171.47(4) . . ?
Cl5 Sb1 Br1a 88.02(4) . . ?
Cl5 Sb1 Br3 94.08(5) . . ?
C10 N1 C4 108.7(6) . . ?
C16 N1 C4 108.9(7) . . ?
C16 N1 C10 111.3(6) . . ?
C18 N1 C4 111.6(7) . . ?
C18 N1 C10 108.2(7) . . ?
C18 N1 C16 108.2(7) . . ?
C20 N2 C14 105.3(6) . . ?
C24 N2 C14 111.2(7) . . ?
C24 N2 C20 111.9(7) . . ?
C7 N2 C14 111.4(7) . . ?
C7 N2 C20 110.5(7) . . ?
C7 N2 C24 106.6(6) . . ?
C8 C1 C26 120.0 . . ?
C16 C1 C26 120.3 . . ?
C16 C1 C8 119.5 . . ?
H26 C26 C1 120.0(2) . . ?
C25 C26 C1 120.0 . . ?
C25 C26 H26 120.0(2) . . ?
H25 C25 C26 120.0(2) . . ?
C3 C25 C26 120.0 . . ?
C3 C25 H25 120.0(2) . . ?
H3 C3 C25 120.0(2) . . ?
C13 C3 C25 120.0 . . ?
C13 C3 H3 120.0(2) . . ?
H13 C13 C3 120.0(2) . . ?
C8 C13 C3 120.0 . . ?
C8 C13 H13 120.0(2) . . ?
C13 C8 C1 120.0 . . ?
H8 C8 C1 120.0(2) . . ?
H8 C8 C13 120.0(2) . . ?
H4a C4 N1 108.4(4) . . ?
H4b C4 N1 108.4(4) . . ?
H4b C4 H4a 107.5 . . ?
C2 C4 N1 115.5(9) . . ?
C2 C4 H4a 108.4(5) . . ?
C2 C4 H4b 108.4(6) . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
C18 C6 H6a 109.5 . . ?
C18 C6 H6b 109.5 . . ?
C18 C6 H6c 109.5 . . ?
H10a C10 N1 107.9(5) . . ?
H10b C10 N1 107.9(5) . . ?
H10b C10 H10a 107.2 . . ?
C9 C10 N1 117.6(8) . . ?
C9 C10 H10a 107.9(6) . . ?
C9 C10 H10b 107.9(6) . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C20 C12 H12a 109.5 . . ?
C20 C12 H12b 109.5 . . ?
C20 C12 H12c 109.5 . . ?
H14a C14 N2 108.3(5) . . ?
H14b C14 N2 108.3(4) . . ?
H14b C14 H14a 107.4 . . ?
C19 C14 N2 116.0(7) . . ?
C19 C14 H14a 108.3(6) . . ?
C19 C14 H14b 108.3(5) . . ?
C1 C16 N1 116.0(7) . . ?
H16a C16 N1 108.3(4) . . ?
H16a C16 C1 108.3(4) . . ?
H16b C16 N1 108.3(5) . . ?
H16b C16 C1 108.3(4) . . ?
H16b C16 H16a 107.4 . . ?
C6 C18 N1 114.9(8) . . ?
H18a C18 N1 108.5(4) . . ?
H18a C18 C6 108.5(6) . . ?
H18b C18 N1 108.5(5) . . ?
H18b C18 C6 108.5(6) . . ?
H18b C18 H18a 107.5 . . ?
C12 C20 N2 117.8(8) . . ?
H20a C20 N2 107.9(4) . . ?
H20a C20 C12 107.9(5) . . ?
H20b C20 N2 107.9(5) . . ?
H20b C20 C12 107.9(5) . . ?
H20b C20 H20a 107.2 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
C24 C22 H22a 109.5 . . ?
C24 C22 H22b 109.5 . . ?
C24 C22 H22c 109.5 . . ?
C22 C24 N2 114.9(8) . . ?
H24a C24 N2 108.6(4) . . ?
H24a C24 C22 108.6(6) . . ?
H24b C24 N2 108.6(4) . . ?
H24b C24 C22 108.6(6) . . ?
H24b C24 H24a 107.5 . . ?
H7a C7 N2 107.9(4) . . ?
H7b C7 N2 107.9(4) . . ?
H7b C7 H7a 107.2 . . ?
C5 C7 N2 117.5(6) . . ?
C5 C7 H7a 107.9(4) . . ?
C5 C7 H7b 107.9(4) . . ?
H2a C2 C4 109.5 . . ?
H2b C2 C4 109.5 . . ?
H2b C2 H2a 109.5 . . ?
H2c C2 C4 109.5 . . ?
H2c C2 H2a 109.5 . . ?
H2c C2 H2b 109.5 . . ?
C5 C17 H17 120.0 . . ?
C21 C17 H17 120.0 . . ?
C21 C17 C5 120.0 . . ?
C17 C5 C7 120.1(6) . . ?
C11 C5 C7 119.7(6) . . ?
C11 C5 C17 120.0 . . ?
H11 C11 C5 120.0(2) . . ?
C23 C11 C5 120.0 . . ?
C23 C11 H11 120.0(2) . . ?
H23 C23 C11 120.0(2) . . ?
C15 C23 C11 120.0 . . ?
C15 C23 H23 120.0(2) . . ?
H15 C15 C23 120.0(2) . . ?
C21 C15 C23 120.0 . . ?
C21 C15 H15 120.0(2) . . ?
C15 C21 C17 120.0 . . ?
H21 C21 C17 120.0(2) . . ?
H21 C21 C15 120.0(2) . . ?
H9a C9 C10 109.5 . . ?
H9b C9 C10 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C10 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H19a C19 C14 109.5 . . ?
H19b C19 C14 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C14 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?

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
N1 C16 C1 C26 -86.5(7) . . . . ?
N1 C16 C1 C8 97.9(7) . . . . ?
N2 C7 C5 C17 -86.0(8) . . . . ?
N2 C7 C5 C11 98.8(7) . . . . ?
C1 C26 C25 C3 0.0(5) . . . . ?
C1 C8 C13 C3 0.0(5) . . . . ?
C26 C25 C3 C13 -0.0(5) . . . . ?
C25 C3 C13 C8 -0.0(5) . . . . ?
C7 C5 C17 C21 -175.2(4) . . . . ?
C7 C5 C11 C23 175.2(4) . . . . ?
C17 C5 C11 C23 0.0(5) . . . . ?
C17 C21 C15 C23 0.0(6) . . . . ?
C5 C11 C23 C15 0.0(6) . . . . ?
C11 C23 C15 C21 -0.0(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
Sb1 Br1 1 5
Sb1 Br4 1 1
Sb1 Br2 1 2
Sb1 Cl1 1 3
Sb1 Cl2 1 4
Sb1 Cl3a 1 1
Sb1 Cl2a 1 2
Sb1 Br1a 1 3
Sb1 Br3 1 4
Sb1 Cl5 1 5

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 2.8254 0.0000 0.0000
2 0.0200 2.7190 0.0000 0.0000
3 0.0200 2.6946 0.0000 0.0000
4 0.0200 2.4401 0.0000 0.0000
5 0.0200 2.8460 0.0000 0.0000

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
Br4 0.0200
Br2 0.0200
Br1a 0.0200

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.925388
2 0.074612

####################################################################### 
# 
# 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_111111
_database_code_depnum_ccdc_archive 'CCDC 2354264'
loop_
_audit_author_name
_audit_author_address
'CUI Haixia'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2024-06-15 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;
_audit_creation_date             2024-06-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'Br1.602 Cl3.398 Sb, 2(C13 H22 N)'
_chemical_formula_sum            'C26 H44 Br1.602 Cl3.398 N2 Sb'
_chemical_formula_weight         753.900
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
Br -0.38188 2.46625 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Sb -0.55470 1.55289 19.64180 19.04550 5.03710 2.68270 5.30340 0.46070 27.90740
75.28250 4.59090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.3572(9)
_cell_length_b                   13.8687(13)
_cell_length_c                   24.805(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3218.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    295.34
_cell_measurement_theta_max      28.87
_cell_measurement_theta_min      2.20
_exptl_absorpt_coefficient_mu    3.145
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.2207
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1649 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.2959.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       block
_exptl_crystal_F_000             1510.269
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_av_unetI/netI     0.0681
_diffrn_reflns_Laue_measured_fraction_full 0.9979
_diffrn_reflns_Laue_measured_fraction_max 0.9969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            29348
_diffrn_reflns_point_group_measured_fraction_full 0.9981
_diffrn_reflns_point_group_measured_fraction_max 0.9960
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.33
_diffrn_ambient_temperature      295.34
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9969
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.995
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              33
_reflns_limit_l_min              -33
_reflns_number_gt                6849
_reflns_number_total             8505
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.8623
_refine_diff_density_min         -1.4575
_refine_diff_density_rms         0.1768
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.002(11)
_refine_ls_d_res_high            0.7335
_refine_ls_d_res_low             8.7550
_refine_ls_goodness_of_fit_ref   1.0476
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    84
_refine_ls_number_parameters     294
_refine_ls_number_reflns         8505
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.0471
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+2.8666P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1012
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.973226
 0.026774
2. Shared sites
{Br1, Cl3}
{Br5a, Cl5}
{Br2, Cl4}
{Br3, Cl1}
{Br4, Cl2}
3. Restrained distances
 C10-C11 = C8-C9 = C12-C13 = C22-C21 = C23-C24 = C25-C26
 1.54 with sigma of 0.01
 C8-C9
 1.54 with sigma of 0.01
 C6-C7
 1.49 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(Cl3)
Uanis(Br5a) = Uanis(Cl5)
Uanis(Br2) = Uanis(Cl4)
Uanis(Br3) = Uanis(Cl1)
Uanis(Br4) = Uanis(Cl2)
5. Others
 Sof(Cl3)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
 Sof(Cl2)=1-FVAR(2)
 Sof(Br4)=FVAR(2)
 Sof(Br2)=1-FVAR(3)
 Sof(Cl4)=FVAR(3)
 Sof(Br3)=1-FVAR(4)
 Sof(Cl1)=FVAR(4)
 Sof(Br5a)=1-FVAR(5)
 Sof(Cl5)=FVAR(5)
6.a Riding coordinates:
 C9(H9a,H9b,H9c), C13(H13a,H13b,H13c)
6.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C25(H25a,H25b), C12(H12a,H12b), C8(H8a,H8b), C10(H10a,H10b),
 C23(H23a,H23b), C21(H21a,H21b), C20(H20a,H20b)
6.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C2(H2), C3(H3), C4(H4), C18(H18), C14(H14), C15(H15),
 C16(H16), C17(H17)
6.d Fitted hexagon refined as free rotating group:
 C5(C6,C1,C2,C3,C4), C18(C19,C14,C15,C16,C17)
6.e Idealised Me refined as rotating group:
 C26(H26a,H26b,H26c), C24(H24a,H24b,H24c), C11(H11a,H11b,H11c), C22(H22a,H22b,
 H22c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
Sb1 Sb 0.32351(4) 0.92798(2) 0.338597(13) 0.03121(10) Uani 1.000000 . . .
Br4 Br 0.52307(8) 0.93239(6) 0.42312(3) 0.0471(3) Uani 0.602(4) . P 1
Br1 Br 0.09533(9) 0.95793(6) 0.40871(3) 0.0471(3) Uani 0.514(5) . P 1
Cl4 Cl 0.15777(13) 0.94070(7) 0.25236(4) 0.0516(4) Uani 0.760(4) . P 1
Cl1 Cl 0.53287(13) 0.87515(9) 0.27503(5) 0.0527(5) Uani 0.790(4) . P 1
Cl5 Cl 0.27299(14) 0.76028(8) 0.35015(5) 0.0419(5) Uani 0.964(4) . P 1
N1 N 0.7611(4) 0.6563(3) 0.40499(17) 0.0326(9) Uani 1.000000 . . .
N2 N 0.1935(4) 0.6592(3) 0.17197(17) 0.0340(9) Uani 1.000000 . . .
C7 C 0.6075(5) 0.6597(4) 0.3844(2) 0.0362(11) Uani 1.000000 D . .
H7a H 0.5619(5) 0.7167(4) 0.3992(2) 0.0434(14) Uiso 1.000000 R . .
H7b H 0.6101(5) 0.6673(4) 0.3455(2) 0.0434(14) Uiso 1.000000 R . .
C25 C 0.0701(5) 0.7235(4) 0.1891(2) 0.0413(13) Uani 1.000000 D . .
H25a H 0.0811(5) 0.7383(4) 0.2271(2) 0.0495(16) Uiso 1.000000 R . .
H25b H 0.0771(5) 0.7838(4) 0.1694(2) 0.0495(16) Uiso 1.000000 R . .
C12 C 0.8322(5) 0.5666(4) 0.3830(2) 0.0451(12) Uani 1.000000 D . .
H12a H 0.7831(5) 0.5107(4) 0.3975(2) 0.0542(14) Uiso 1.000000 R . .
H12b H 0.8201(5) 0.5657(4) 0.3442(2) 0.051(16) Uiso 1.000000 R . .
C8 C 0.7645(6) 0.6514(4) 0.4659(2) 0.0437(13) Uani 1.000000 D . .
H8a H 0.7126(6) 0.5944(4) 0.4772(2) 0.0525(16) Uiso 1.000000 R . .
H8b H 0.8630(6) 0.6435(4) 0.4772(2) 0.0525(16) Uiso 1.000000 R . .
C26 C -0.0808(5) 0.6820(4) 0.1803(3) 0.0492(15) Uani 1.000000 D . .
H26a H -0.0879(15) 0.656(3) 0.1446(6) 0.074(2) Uiso 1.000000 GR . .
H26b H -0.0984(18) 0.632(2) 0.2062(11) 0.074(2) Uiso 1.000000 GR . .
H26c H -0.1503(6) 0.7323(8) 0.1848(17) 0.074(2) Uiso 1.000000 GR . .
C10 C 0.8370(7) 0.7484(4) 0.3867(2) 0.0489(14) Uani 1.000000 D . .
H10a H 0.7800(7) 0.8034(4) 0.3977(2) 0.0587(17) Uiso 1.000000 R . .
H10b H 0.9281(7) 0.7527(4) 0.4052(2) 0.0587(17) Uiso 1.000000 R . .
C5 C 0.4979(4) 0.5012(3) 0.35913(12) 0.0478(14) Uani 1.000000 . . .
H5 H 0.5475(4) 0.5042(3) 0.32668(12) 0.0574(17) Uiso 1.000000 R . .
C6 C 0.5152(3) 0.5736(2) 0.39733(14) 0.0356(10) Uani 1.000000 DG . .
C1 C 0.4411(4) 0.5692(3) 0.44583(13) 0.0504(13) Uani 1.000000 G . .
H1 H 0.4527(4) 0.6177(3) 0.47138(13) 0.0605(16) Uiso 1.000000 R . .
C2 C 0.3496(4) 0.4924(3) 0.45613(14) 0.0634(19) Uani 1.000000 G . .
H2 H 0.3000(4) 0.4895(3) 0.48858(14) 0.076(2) Uiso 1.000000 R . .
C3 C 0.3323(4) 0.4200(2) 0.41793(18) 0.0639(17) Uani 1.000000 G . .
H3 H 0.2712(4) 0.3686(2) 0.42482(18) 0.077(2) Uiso 1.000000 R . .
C4 C 0.4065(4) 0.4244(2) 0.36943(16) 0.0623(17) Uani 1.000000 G . .
H4 H 0.3949(4) 0.3760(2) 0.34388(16) 0.075(2) Uiso 1.000000 R . .
C9 C 0.7023(8) 0.7383(4) 0.4952(3) 0.065(2) Uani 1.000000 D . .
H9a H 0.7549(8) 0.7949(4) 0.4852(3) 0.097(3) Uiso 1.000000 R . .
H9b H 0.6038(8) 0.7462(4) 0.4854(3) 0.097(3) Uiso 1.000000 R . .
H9c H 0.7095(8) 0.7286(4) 0.5334(3) 0.097(3) Uiso 1.000000 R . .
C13 C 0.9923(6) 0.5571(5) 0.3958(3) 0.0663(19) Uani 1.000000 D . .
H13a H 1.0437(6) 0.6116(5) 0.3819(3) 0.099(3) Uiso 1.000000 R . .
H13b H 1.0022(6) 0.5550(5) 0.4343(3) 0.099(3) Uiso 1.000000 R . .
H13c H 1.0303(6) 0.4990(5) 0.3804(3) 0.099(3) Uiso 1.000000 R . .
C23 C 0.1830(6) 0.5596(3) 0.19680(19) 0.0393(11) Uani 1.000000 D . .
H23a H 0.0945(6) 0.5298(3) 0.18510(19) 0.0472(13) Uiso 1.000000 R . .
H23b H 0.2612(6) 0.5204(3) 0.18338(19) 0.0472(13) Uiso 1.000000 R . .
C21 C 0.3266(6) 0.7115(4) 0.1907(2) 0.0454(13) Uani 1.000000 D . .
H21a H 0.3327(6) 0.7725(4) 0.1717(2) 0.0545(16) Uiso 1.000000 R . .
H21b H 0.3166(6) 0.7258(4) 0.2288(2) 0.0545(16) Uiso 1.000000 R . .
C20 C 0.1929(6) 0.6424(3) 0.1111(2) 0.0372(12) Uani 1.000000 . . .
H20a H 0.2773(6) 0.6055(3) 0.1018(2) 0.0446(14) Uiso 1.000000 R . .
H20b H 0.1103(6) 0.6032(3) 0.1022(2) 0.0446(14) Uiso 1.000000 R . .
C24 C 0.1875(7) 0.5594(4) 0.2579(2) 0.0581(15) Uani 1.000000 D . .
H24a H 0.2799(17) 0.580(3) 0.2699(2) 0.087(2) Uiso 1.000000 GR . .
H24b H 0.116(3) 0.602(2) 0.2716(2) 0.087(2) Uiso 1.000000 GR . .
H24c H 0.170(5) 0.4953(8) 0.2710(2) 0.087(2) Uiso 1.000000 GR . .
C11 C 0.8639(7) 0.7552(5) 0.3260(2) 0.0614(18) Uani 1.000000 D . .
H11a H 0.7742(7) 0.755(3) 0.3072(3) 0.092(3) Uiso 1.000000 GR . .
H11b H 0.914(4) 0.8140(17) 0.3181(3) 0.092(3) Uiso 1.000000 GR . .
H11c H 0.921(4) 0.7013(19) 0.3145(4) 0.092(3) Uiso 1.000000 GR . .
C18 C 0.0597(3) 0.7630(3) 0.05482(16) 0.0498(15) Uani 1.000000 . . .
H18 H -0.0245(3) 0.7318(3) 0.06444(16) 0.0597(18) Uiso 1.000000 R . .
C19 C 0.1895(4) 0.7320(2) 0.07588(13) 0.0377(11) Uani 1.000000 G . .
C14 C 0.3154(3) 0.7786(3) 0.06149(16) 0.0489(14) Uani 1.000000 G . .
H14 H 0.4022(3) 0.7578(3) 0.07558(16) 0.0586(16) Uiso 1.000000 R . .
C15 C 0.3115(4) 0.8562(3) 0.02606(16) 0.0570(16) Uani 1.000000 G . .
H15 H 0.3957(4) 0.8873(3) 0.01643(16) 0.0684(19) Uiso 1.000000 R . .
C16 C 0.1817(5) 0.8872(2) 0.00500(14) 0.0542(15) Uani 1.000000 G . .
H16 H 0.1791(5) 0.9391(2) -0.01871(14) 0.0651(18) Uiso 1.000000 R . .
C17 C 0.0559(4) 0.8406(3) 0.01938(16) 0.0560(16) Uani 1.000000 G . .
H17 H -0.0310(4) 0.8613(3) 0.00529(16) 0.0672(19) Uiso 1.000000 R . .
C22 C 0.4673(6) 0.6565(4) 0.1823(3) 0.0579(17) Uani 1.000000 D . .
H22a H 0.473(2) 0.635(3) 0.1456(5) 0.087(3) Uiso 1.000000 GR . .
H22b H 0.5463(6) 0.6984(11) 0.1901(18) 0.087(3) Uiso 1.000000 GR . .
H22c H 0.470(2) 0.6018(19) 0.2060(13) 0.087(3) Uiso 1.000000 GR . .
Cl3 Cl 0.09533(9) 0.95793(6) 0.40871(3) 0.0471(3) Uani 0.486(5) . P 2
Cl2 Cl 0.52307(8) 0.93239(6) 0.42312(3) 0.0471(3) Uani 0.398(4) . P 2
Br2 Br 0.15777(13) 0.94070(7) 0.25236(4) 0.0516(4) Uani 0.240(4) . P 2
Br3 Br 0.53287(13) 0.87515(9) 0.27503(5) 0.0527(5) Uani 0.210(4) . P 2
Br5a Br 0.27299(14) 0.76028(8) 0.35015(5) 0.0419(5) Uani 0.036(4) . P 2


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 2.8082(8) . ?
Sb1 Br1 2.7848(9) . ?
Sb1 Cl4 2.6481(11) . ?
Sb1 Cl1 2.6192(12) . ?
Sb1 Cl5 2.3905(12) . ?
Sb1 Cl3 2.7848(9) . ?
Sb1 Cl2 2.8082(8) . ?
Sb1 Br2 2.6481(11) . ?
Sb1 Br3 2.6192(12) . ?
Sb1 Br5a 2.3905(12) . ?
N1 C7 1.526(6) . ?
N1 C12 1.512(7) . ?
N1 C8 1.512(6) . ?
N1 C10 1.531(6) . ?
N2 C25 1.520(6) . ?
N2 C23 1.516(6) . ?
N2 C21 1.514(6) . ?
N2 C20 1.529(6) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C6 1.507(5) . ?
C25 H25a 0.9700 . ?
C25 H25b 0.9700 . ?
C25 C26 1.540(6) . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C12 C13 1.537(6) . ?
C8 H8a 0.9700 . ?
C8 H8b 0.9700 . ?
C8 C9 1.523(5) . ?
C26 H26a 0.9600 . ?
C26 H26b 0.9600 . ?
C26 H26c 0.9600 . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C11 1.530(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.3900 . ?
C5 C4 1.3900 . ?
C6 C1 1.3900 . ?
C1 H1 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9597 . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9599 . ?
C13 H13c 0.9601 . ?
C23 H23a 0.9700 . ?
C23 H23b 0.9700 . ?
C23 C24 1.517(6) . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C21 C22 1.535(6) . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C19 1.518(5) . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C18 C17 1.3900 . ?
C19 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?

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 Br4 92.31(3) . . ?
Cl4 Sb1 Br4 172.34(3) . . ?
Cl4 Sb1 Br1 92.61(3) . . ?
Cl1 Sb1 Br4 87.60(3) . . ?
Cl1 Sb1 Br1 172.33(3) . . ?
Cl1 Sb1 Cl4 88.31(4) . . ?
Cl5 Sb1 Br4 93.62(4) . . ?
Cl5 Sb1 Br1 85.33(4) . . ?
Cl5 Sb1 Cl4 92.63(4) . . ?
Cl5 Sb1 Cl1 87.01(4) . . ?
Cl3 Sb1 Br4 92.31(3) . . ?
Cl3 Sb1 Br1 0.0 . . ?
Cl3 Sb1 Cl4 92.61(3) . . ?
Cl3 Sb1 Cl1 172.33(3) . . ?
Cl3 Sb1 Cl5 85.33(4) . . ?
Cl2 Sb1 Br4 0.0 . . ?
Cl2 Sb1 Br1 92.31(3) . . ?
Cl2 Sb1 Cl4 172.34(3) . . ?
Cl2 Sb1 Cl1 87.60(3) . . ?
Cl2 Sb1 Cl5 93.62(4) . . ?
Cl2 Sb1 Cl3 92.31(3) . . ?
Br2 Sb1 Br4 172.34(3) . . ?
Br2 Sb1 Br1 92.61(3) . . ?
Br2 Sb1 Cl4 0.0 . . ?
Br2 Sb1 Cl1 88.31(4) . . ?
Br2 Sb1 Cl5 92.63(4) . . ?
Br2 Sb1 Cl3 92.61(3) . . ?
Br2 Sb1 Cl2 172.34(3) . . ?
Br3 Sb1 Br4 87.60(3) . . ?
Br3 Sb1 Br1 172.33(3) . . ?
Br3 Sb1 Cl4 88.31(4) . . ?
Br3 Sb1 Cl1 0.0 . . ?
Br3 Sb1 Cl5 87.01(4) . . ?
Br3 Sb1 Cl3 172.33(3) . . ?
Br3 Sb1 Cl2 87.60(3) . . ?
Br3 Sb1 Br2 88.31(4) . . ?
Br5a Sb1 Br4 93.62(4) . . ?
Br5a Sb1 Br1 85.33(4) . . ?
Br5a Sb1 Cl4 92.63(4) . . ?
Br5a Sb1 Cl1 87.01(4) . . ?
Br5a Sb1 Cl5 0.0 . . ?
Br5a Sb1 Cl3 85.33(4) . . ?
Br5a Sb1 Cl2 93.62(4) . . ?
Br5a Sb1 Br2 92.63(4) . . ?
Br5a Sb1 Br3 87.01(4) . . ?
C12 N1 C7 108.6(4) . . ?
C8 N1 C7 110.9(4) . . ?
C8 N1 C12 108.3(4) . . ?
C10 N1 C7 108.2(4) . . ?
C10 N1 C12 112.0(4) . . ?
C10 N1 C8 108.9(4) . . ?
C23 N2 C25 111.9(4) . . ?
C21 N2 C25 105.0(3) . . ?
C21 N2 C23 111.4(4) . . ?
C20 N2 C25 111.2(4) . . ?
C20 N2 C23 105.2(3) . . ?
C20 N2 C21 112.3(4) . . ?
H7a C7 N1 108.2(3) . . ?
H7b C7 N1 108.2(2) . . ?
H7b C7 H7a 107.4 . . ?
C6 C7 N1 116.3(4) . . ?
C6 C7 H7a 108.2(2) . . ?
C6 C7 H7b 108.2(2) . . ?
H25a C25 N2 108.3(3) . . ?
H25b C25 N2 108.3(3) . . ?
H25b C25 H25a 107.4 . . ?
C26 C25 N2 116.0(4) . . ?
C26 C25 H25a 108.3(3) . . ?
C26 C25 H25b 108.3(3) . . ?
H12a C12 N1 108.5(3) . . ?
H12b C12 N1 108.5(3) . . ?
H12b C12 H12a 107.5 . . ?
C13 C12 N1 115.2(5) . . ?
C13 C12 H12a 108.5(3) . . ?
C13 C12 H12b 108.5(4) . . ?
H8a C8 N1 108.4(3) . . ?
H8b C8 N1 108.4(3) . . ?
H8b C8 H8a 107.4 . . ?
C9 C8 N1 115.7(4) . . ?
C9 C8 H8a 108.4(3) . . ?
C9 C8 H8b 108.4(4) . . ?
H26a C26 C25 109.5 . . ?
H26b C26 C25 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 C25 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 109.5 . . ?
H10a C10 N1 108.6(3) . . ?
H10b C10 N1 108.6(3) . . ?
H10b C10 H10a 107.5 . . ?
C11 C10 N1 114.8(5) . . ?
C11 C10 H10a 108.6(3) . . ?
C11 C10 H10b 108.6(3) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0 . . ?
C5 C6 C7 119.6(3) . . ?
C1 C6 C7 120.3(3) . . ?
C1 C6 C5 120.0 . . ?
H1 C1 C6 120.00(12) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 H1 120.00(12) . . ?
H2 C2 C1 120.00(12) . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.00(12) . . ?
H3 C3 C2 120.00(12) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.00(12) . . ?
C3 C4 C5 120.0 . . ?
H4 C4 C5 120.00(12) . . ?
H4 C4 C3 120.00(12) . . ?
H9a C9 C8 109.1 . . ?
H9b C9 C8 109.7 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C8 109.6 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H13a C13 C12 110.3 . . ?
H13b C13 C12 107.6 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C12 110.6 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H23a C23 N2 108.8(3) . . ?
H23b C23 N2 108.8(3) . . ?
H23b C23 H23a 107.7 . . ?
C24 C23 N2 113.9(4) . . ?
C24 C23 H23a 108.8(3) . . ?
C24 C23 H23b 108.8(3) . . ?
H21a C21 N2 108.5(3) . . ?
H21b C21 N2 108.5(3) . . ?
H21b C21 H21a 107.5 . . ?
C22 C21 N2 115.2(4) . . ?
C22 C21 H21a 108.5(3) . . ?
C22 C21 H21b 108.5(3) . . ?
H20a C20 N2 108.2(3) . . ?
H20b C20 N2 108.2(3) . . ?
H20b C20 H20a 107.4 . . ?
C19 C20 N2 116.3(3) . . ?
C19 C20 H20a 108.2(3) . . ?
C19 C20 H20b 108.2(3) . . ?
H24a C24 C23 109.5 . . ?
H24b C24 C23 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C23 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
H11a C11 C10 109.5 . . ?
H11b C11 C10 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C10 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C18 C19 C20 119.2(3) . . ?
C14 C19 C20 120.7(3) . . ?
C14 C19 C18 120.0 . . ?
H14 C14 C19 120.00(12) . . ?
C15 C14 C19 120.0 . . ?
C15 C14 H14 120.00(12) . . ?
H15 C15 C14 120.00(12) . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.00(12) . . ?
H16 C16 C15 120.00(12) . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.00(12) . . ?
C16 C17 C18 120.0 . . ?
H17 C17 C18 120.00(12) . . ?
H17 C17 C16 120.00(12) . . ?
H22a C22 C21 109.5 . . ?
H22b C22 C21 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C21 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?

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
N1 C7 C6 C5 -97.2(4) . . . . ?
N1 C7 C6 C1 86.6(4) . . . . ?
N2 C20 C19 C18 -98.2(4) . . . . ?
N2 C20 C19 C14 86.5(5) . . . . ?
C7 C6 C5 C4 -176.2(2) . . . . ?
C7 C6 C1 C2 176.2(2) . . . . ?
C5 C6 C1 C2 -0.0(3) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C1 C2 C3 C4 -0.0(3) . . . . ?
C20 C19 C18 C17 -175.3(2) . . . . ?
C20 C19 C14 C15 175.3(2) . . . . ?
C18 C19 C14 C15 0.0(3) . . . . ?
C18 C17 C16 C15 -0.0(3) . . . . ?
C19 C14 C15 C16 -0.0(3) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C25 C26 1 1.5400 0.0100 0.0000
C12 C13 1 1.5400 0.0100 0.0032
C8 C9 1 1.5400 0.0100 0.0168
C8 C9 1 1.5400 0.0100 0.0168
C10 C11 1 1.5400 0.0100 0.0098
C6 C7 1 1.4900 0.0100 -0.0175
C23 C24 1 1.5400 0.0100 0.0227
C22 C21 1 1.5400 0.0100 0.0049

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.973226
2 0.026774

####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 2354266'
loop_
_audit_author_name
_audit_author_address
'CUI Haixia'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2024-06-15 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;
_audit_creation_date             2024-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'Br5 Sb, 2(C13 H22 N)'
_chemical_formula_sum            'C26 H44 Br5 N2 Sb'
_chemical_formula_weight         905.930
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
Br -0.38188 2.46625 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Sb -0.55470 1.55289 19.64180 19.04550 5.03710 2.68270 5.30340 0.46070 27.90740
75.28250 4.59090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.747(10)
_cell_length_b                   14.399(14)
_cell_length_c                   25.67(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3603(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7217
_cell_measurement_temperature    295.60
_cell_measurement_theta_max      24.82
_cell_measurement_theta_min      2.24
_exptl_absorpt_coefficient_mu    6.326
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.2892
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1491 before and 0.0701 after correction.
The Ratio of minimum to maximum transmission is 0.3878.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_description       block
_exptl_crystal_F_000             1754.286
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0824
_diffrn_reflns_Laue_measured_fraction_full 0.9978
_diffrn_reflns_Laue_measured_fraction_max 0.9983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30049
_diffrn_reflns_point_group_measured_fraction_full 0.9957
_diffrn_reflns_point_group_measured_fraction_max 0.9965
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.24
_diffrn_ambient_temperature      295.60
_diffrn_measured_fraction_theta_full 0.9978
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.994
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              33
_reflns_limit_l_min              -33
_reflns_number_gt                5967
_reflns_number_total             8247
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.7076
_refine_diff_density_min         -1.6658
_refine_diff_density_rms         0.2424
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.004(8)
_refine_ls_d_res_high            0.7702
_refine_ls_d_res_low             9.1120
_refine_ls_goodness_of_fit_ref   0.9989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     314
_refine_ls_number_reflns         8247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      0.9989
_refine_ls_shift/su_max          -0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0961
_olex2_refinement_description    
;
;
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_refinement_flags_posn
Sb1 Sb 0.66980(5) 0.07564(3) 0.340182(15) 0.03595(11) Uani 1.000000 .
Br5 Br 0.72446(8) 0.25027(5) 0.35224(3) 0.04411(18) Uani 1.000000 .
Br1 Br 0.47067(8) 0.06921(6) 0.42370(2) 0.05037(19) Uani 1.000000 .
Br2 Br 0.89677(8) 0.03973(6) 0.40960(3) 0.0523(2) Uani 1.000000 .
Br4 Br 0.45558(8) 0.12916(6) 0.27367(3) 0.0562(2) Uani 1.000000 .
Br3 Br 0.84192(9) 0.05768(5) 0.25291(3) 0.0559(2) Uani 1.000000 .
N1 N 0.2303(5) 0.3498(4) 0.40437(19) 0.0364(13) Uani 1.000000 .
N2 N 0.1949(6) 0.8405(4) 0.3303(2) 0.0418(14) Uani 1.000000 .
C6 C 0.4739(6) 0.4273(5) 0.3989(2) 0.0407(16) Uani 1.000000 .
C23 C 0.1811(8) 0.9388(5) 0.3057(3) 0.0473(17) Uani 1.000000 .
H23a H 0.0938(8) 0.9653(5) 0.3160(3) 0.057(2) Uiso 1.000000 R
H23b H 0.2531(8) 0.9783(5) 0.3195(3) 0.057(2) Uiso 1.000000 R
C10 C 0.1628(7) 0.4394(5) 0.3828(3) 0.0512(19) Uani 1.000000 .
H10a H 0.2106(7) 0.4925(5) 0.3974(3) 0.061(2) Uiso 1.000000 R
H10b H 0.1764(7) 0.4409(5) 0.3454(3) 0.061(2) Uiso 1.000000 R
C5 C 0.5486(7) 0.4313(6) 0.4480(3) 0.0537(19) Uani 1.000000 .
H5 H 0.5360(7) 0.3851(6) 0.4729(3) 0.064(2) Uiso 1.000000 R
C7 C 0.3813(7) 0.3436(5) 0.3857(3) 0.0409(17) Uani 1.000000 .
H7a H 0.4221(7) 0.2884(5) 0.4009(3) 0.049(2) Uiso 1.000000 R
H7b H 0.3813(7) 0.3354(5) 0.3482(3) 0.049(2) Uiso 1.000000 R
C1 C 0.5008(7) 0.4987(6) 0.3628(3) 0.052(2) Uani 1.000000 .
H1 H 0.4575(7) 0.4970(6) 0.3305(3) 0.062(2) Uiso 1.000000 R
C25 C 0.3286(8) 0.7898(5) 0.3136(3) 0.053(2) Uani 1.000000 .
H25a H 0.3339(8) 0.7315(5) 0.3324(3) 0.064(2) Uiso 1.000000 R
H25b H 0.3217(8) 0.7751(5) 0.2768(3) 0.064(2) Uiso 1.000000 R
C9 C 0.2217(8) 0.3519(5) 0.4646(2) 0.051(2) Uani 1.000000 .
H9a H 0.2703(8) 0.4064(5) 0.4769(2) 0.061(2) Uiso 1.000000 R
H9b H 0.1261(8) 0.3589(5) 0.4745(2) 0.061(2) Uiso 1.000000 R
C24 C 0.1902(9) 0.9390(5) 0.2461(3) 0.063(2) Uani 1.000000 .
H24a H 0.125(4) 0.895(3) 0.2322(3) 0.094(3) Uiso 1.000000 GR
H24b H 0.170(5) 1.0001(11) 0.2333(3) 0.094(3) Uiso 1.000000 GR
H24c H 0.2811(18) 0.922(4) 0.2356(3) 0.094(3) Uiso 1.000000 GR
C20 C 0.1922(8) 0.8563(5) 0.3909(2) 0.0419(17) Uani 1.000000 .
H20a H 0.1132(8) 0.8946(5) 0.3992(2) 0.050(2) Uiso 1.000000 R
H20b H 0.2735(8) 0.8912(5) 0.4005(2) 0.050(2) Uiso 1.000000 R
C12 C 0.1283(9) 0.2573(7) 0.3249(3) 0.071(3) Uani 1.000000 .
H12a H 0.2128(16) 0.243(4) 0.3074(3) 0.106(4) Uiso 1.000000 GR
H12b H 0.062(5) 0.210(3) 0.3174(4) 0.106(4) Uiso 1.000000 GR
H12c H 0.094(6) 0.3161(15) 0.3130(5) 0.106(4) Uiso 1.000000 GR
C13 C 0.1536(9) 0.2617(6) 0.3847(3) 0.058(2) Uani 1.000000 .
H13a H 0.0656(9) 0.2583(6) 0.4023(3) 0.070(3) Uiso 1.000000 R
H13b H 0.2061(9) 0.2074(6) 0.3949(3) 0.070(3) Uiso 1.000000 R
C16 C 0.3088(8) 0.7205(5) 0.4393(3) 0.055(2) Uani 1.000000 .
H16 H 0.3931(8) 0.7392(5) 0.4260(3) 0.066(2) Uiso 1.000000 R
C22 C -0.0761(8) 0.8151(6) 0.3203(3) 0.063(2) Uani 1.000000 .
H22a H -0.091(2) 0.864(3) 0.2957(14) 0.094(3) Uiso 1.000000 GR
H22b H -0.1414(8) 0.7663(11) 0.314(2) 0.094(3) Uiso 1.000000 GR
H22c H -0.0867(19) 0.839(3) 0.3550(7) 0.094(3) Uiso 1.000000 GR
C15 C 0.3026(10) 0.6452(6) 0.4733(3) 0.066(2) Uani 1.000000 .
H15 H 0.3826(10) 0.6138(6) 0.4822(3) 0.079(3) Uiso 1.000000 R
C3 C 0.6628(8) 0.5759(6) 0.4208(3) 0.068(2) Uani 1.000000 .
H3 H 0.7243(8) 0.6238(6) 0.4277(3) 0.081(3) Uiso 1.000000 R
C21 C 0.0744(8) 0.7755(5) 0.3133(3) 0.0492(19) Uani 1.000000 .
H21a H 0.0872(8) 0.7600(5) 0.2768(3) 0.059(2) Uiso 1.000000 R
H21b H 0.0814(8) 0.7182(5) 0.3330(3) 0.059(2) Uiso 1.000000 R
C2 C 0.5909(9) 0.5728(7) 0.3737(3) 0.069(2) Uani 1.000000 .
H2 H 0.6027(9) 0.6199(7) 0.3494(3) 0.083(3) Uiso 1.000000 R
C26 C 0.4660(8) 0.8446(6) 0.3227(3) 0.067(2) Uani 1.000000 .
H26a H 0.465(3) 0.901(2) 0.3025(17) 0.101(4) Uiso 1.000000 GR
H26b H 0.474(3) 0.860(3) 0.3590(5) 0.101(4) Uiso 1.000000 GR
H26c H 0.5423(9) 0.8067(16) 0.312(2) 0.101(4) Uiso 1.000000 GR
C17 C 0.1864(8) 0.7695(5) 0.4245(2) 0.0444(18) Uani 1.000000 .
C8 C 0.2799(10) 0.2661(6) 0.4931(3) 0.072(3) Uani 1.000000 .
H8a H 0.372(2) 0.255(3) 0.4818(18) 0.108(4) Uiso 1.000000 GR
H8b H 0.279(6) 0.2769(18) 0.5300(3) 0.108(4) Uiso 1.000000 GR
H8c H 0.225(4) 0.2128(10) 0.4852(19) 0.108(4) Uiso 1.000000 GR
C4 C 0.6396(8) 0.5046(7) 0.4577(3) 0.066(3) Uani 1.000000 .
H4 H 0.6861(8) 0.5064(7) 0.4893(3) 0.080(3) Uiso 1.000000 R
C14 C 0.1756(10) 0.6163(6) 0.4943(3) 0.063(2) Uani 1.000000 .
H14 H 0.1718(10) 0.5662(6) 0.5171(3) 0.075(3) Uiso 1.000000 R
C11 C 0.0044(8) 0.4511(6) 0.3941(3) 0.072(3) Uani 1.000000 .
H11a H -0.0299(15) 0.504(2) 0.3754(18) 0.108(4) Uiso 1.000000 GR
H11b H -0.0435(11) 0.3963(17) 0.383(2) 0.108(4) Uiso 1.000000 GR
H11c H -0.0095(9) 0.460(4) 0.4308(4) 0.108(4) Uiso 1.000000 GR
C19 C 0.0545(9) 0.6639(6) 0.4803(3) 0.066(2) Uani 1.000000 .
H19 H -0.0295(9) 0.6452(6) 0.4939(3) 0.079(3) Uiso 1.000000 R
C18 C 0.0609(8) 0.7388(6) 0.4463(3) 0.057(2) Uani 1.000000 .
H18 H -0.0197(8) 0.7696(6) 0.4375(3) 0.068(3) Uiso 1.000000 R


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 Br5 2.589(2) . ?
Sb1 Br1 2.894(2) . ?
Sb1 Br2 2.887(2) . ?
Sb1 Br4 2.805(2) . ?
Sb1 Br3 2.811(2) . ?
N1 C10 1.552(9) . ?
N1 C7 1.550(8) . ?
N1 C9 1.550(8) . ?
N1 C13 1.556(9) . ?
N2 C23 1.556(8) . ?
N2 C25 1.554(9) . ?
N2 C20 1.573(8) . ?
N2 C21 1.563(9) . ?
C6 C5 1.456(9) . ?
C6 C7 1.543(10) . ?
C6 C1 1.409(10) . ?
C23 H23a 0.9700 . ?
C23 H23b 0.9700 . ?
C23 C24 1.532(9) . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C11 1.580(10) . ?
C5 H5 0.9300 . ?
C5 C4 1.401(11) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C1 H1 0.9300 . ?
C1 C2 1.409(11) . ?
C25 H25a 0.9700 . ?
C25 H25b 0.9700 . ?
C25 C26 1.572(11) . ?
C9 H9a 0.9700 . ?
C9 H9b 0.9700 . ?
C9 C8 1.543(10) . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C17 1.519(9) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C12 C13 1.557(10) . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C16 H16 0.9300 . ?
C16 C15 1.393(11) . ?
C16 C17 1.437(11) . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?
C22 C21 1.584(11) . ?
C15 H15 0.9300 . ?
C15 C14 1.413(12) . ?
C3 H3 0.9300 . ?
C3 C2 1.397(12) . ?
C3 C4 1.416(11) . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C2 H2 0.9300 . ?
C26 H26a 0.9600 . ?
C26 H26b 0.9600 . ?
C26 H26c 0.9600 . ?
C17 C18 1.415(10) . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C4 H4 0.9300 . ?
C14 H14 0.9300 . ?
C14 C19 1.411(12) . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C19 H19 0.9300 . ?
C19 C18 1.390(11) . ?
C18 H18 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
Br1 Sb1 Br5 94.61(2) . . ?
Br2 Sb1 Br5 86.70(3) . . ?
Br2 Sb1 Br1 92.91(2) . . ?
Br4 Sb1 Br5 87.66(3) . . ?
Br4 Sb1 Br1 87.74(2) . . ?
Br4 Sb1 Br2 174.35(3) . . ?
Br3 Sb1 Br5 93.55(3) . . ?
Br3 Sb1 Br1 171.12(3) . . ?
Br3 Sb1 Br2 91.05(3) . . ?
Br3 Sb1 Br4 89.10(3) . . ?
C7 N1 C10 109.9(5) . . ?
C9 N1 C10 108.5(5) . . ?
C9 N1 C7 111.2(5) . . ?
C13 N1 C10 111.0(5) . . ?
C13 N1 C7 108.0(5) . . ?
C13 N1 C9 108.3(5) . . ?
C25 N2 C23 112.8(5) . . ?
C20 N2 C23 105.6(5) . . ?
C20 N2 C25 110.8(5) . . ?
C21 N2 C23 111.5(5) . . ?
C21 N2 C25 105.7(5) . . ?
C21 N2 C20 110.6(5) . . ?
C7 C6 C5 120.8(7) . . ?
C1 C6 C5 116.5(7) . . ?
C1 C6 C7 122.4(6) . . ?
H23a C23 N2 108.8(3) . . ?
H23b C23 N2 108.8(4) . . ?
H23b C23 H23a 107.7 . . ?
C24 C23 N2 113.7(6) . . ?
C24 C23 H23a 108.8(4) . . ?
C24 C23 H23b 108.8(4) . . ?
H10a C10 N1 108.3(3) . . ?
H10b C10 N1 108.3(3) . . ?
H10b C10 H10a 107.4 . . ?
C11 C10 N1 115.9(6) . . ?
C11 C10 H10a 108.3(4) . . ?
C11 C10 H10b 108.3(4) . . ?
H5 C5 C6 120.0(5) . . ?
C4 C5 C6 120.1(7) . . ?
C4 C5 H5 120.0(4) . . ?
C6 C7 N1 116.3(5) . . ?
H7a C7 N1 108.2(3) . . ?
H7a C7 C6 108.2(4) . . ?
H7b C7 N1 108.2(3) . . ?
H7b C7 C6 108.2(3) . . ?
H7b C7 H7a 107.4 . . ?
H1 C1 C6 118.7(4) . . ?
C2 C1 C6 122.5(7) . . ?
C2 C1 H1 118.7(5) . . ?
H25a C25 N2 108.3(4) . . ?
H25b C25 N2 108.3(3) . . ?
H25b C25 H25a 107.4 . . ?
C26 C25 N2 115.9(5) . . ?
C26 C25 H25a 108.3(4) . . ?
C26 C25 H25b 108.3(4) . . ?
H9a C9 N1 108.3(4) . . ?
H9b C9 N1 108.3(4) . . ?
H9b C9 H9a 107.4 . . ?
C8 C9 N1 115.9(6) . . ?
C8 C9 H9a 108.3(4) . . ?
C8 C9 H9b 108.3(5) . . ?
H24a C24 C23 109.5 . . ?
H24b C24 C23 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C23 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
H20a C20 N2 108.2(3) . . ?
H20b C20 N2 108.2(3) . . ?
H20b C20 H20a 107.4 . . ?
C17 C20 N2 116.3(5) . . ?
C17 C20 H20a 108.2(4) . . ?
C17 C20 H20b 108.2(4) . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C13 C12 H12a 109.5 . . ?
C13 C12 H12b 109.5 . . ?
C13 C12 H12c 109.5 . . ?
C12 C13 N1 115.4(7) . . ?
H13a C13 N1 108.4(4) . . ?
H13a C13 C12 108.4(5) . . ?
H13b C13 N1 108.4(4) . . ?
H13b C13 C12 108.4(5) . . ?
H13b C13 H13a 107.5 . . ?
C15 C16 H16 119.6(5) . . ?
C17 C16 H16 119.6(4) . . ?
C17 C16 C15 120.8(8) . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
C21 C22 H22a 109.5 . . ?
C21 C22 H22b 109.5 . . ?
C21 C22 H22c 109.5 . . ?
H15 C15 C16 119.8(5) . . ?
C14 C15 C16 120.4(8) . . ?
C14 C15 H15 119.8(5) . . ?
C2 C3 H3 120.8(5) . . ?
C4 C3 H3 120.8(5) . . ?
C4 C3 C2 118.4(8) . . ?
C22 C21 N2 116.6(6) . . ?
H21a C21 N2 108.1(3) . . ?
H21a C21 C22 108.1(4) . . ?
H21b C21 N2 108.1(3) . . ?
H21b C21 C22 108.1(4) . . ?
H21b C21 H21a 107.3 . . ?
C3 C2 C1 120.6(8) . . ?
H2 C2 C1 119.7(5) . . ?
H2 C2 C3 119.7(5) . . ?
H26a C26 C25 109.5 . . ?
H26b C26 C25 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 C25 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 109.5 . . ?
C16 C17 C20 121.5(7) . . ?
C18 C17 C20 120.9(7) . . ?
C18 C17 C16 117.4(6) . . ?
H8a C8 C9 109.5 . . ?
H8b C8 C9 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C9 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
C3 C4 C5 121.9(7) . . ?
H4 C4 C5 119.1(4) . . ?
H4 C4 C3 119.1(5) . . ?
H14 C14 C15 120.2(5) . . ?
C19 C14 C15 119.5(8) . . ?
C19 C14 H14 120.2(5) . . ?
H11a C11 C10 109.5 . . ?
H11b C11 C10 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C10 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H19 C19 C14 120.0(5) . . ?
C18 C19 C14 120.0(8) . . ?
C18 C19 H19 120.0(5) . . ?
C19 C18 C17 122.0(7) . . ?
H18 C18 C17 119.0(4) . . ?
H18 C18 C19 119.0(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
N1 C7 C6 C5 88.4(6) . . . . ?
N1 C7 C6 C1 -97.7(6) . . . . ?
N2 C20 C17 C16 85.8(7) . . . . ?
N2 C20 C17 C18 -99.9(7) . . . . ?
C6 C5 C4 C3 -0.5(8) . . . . ?
C6 C1 C2 C3 2.8(9) . . . . ?
C5 C4 C3 C2 0.7(10) . . . . ?
C1 C2 C3 C4 -1.8(10) . . . . ?
C20 C17 C16 C15 175.1(7) . . . . ?
C20 C17 C18 C19 -174.9(7) . . . . ?
C16 C15 C14 C19 0.3(10) . . . . ?
C16 C17 C18 C19 -0.4(8) . . . . ?
C15 C14 C19 C18 -0.1(9) . . . . ?
C17 C18 C19 C14 0.1(9) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.974(10)
2 0.026(10)

####################################################################### 
# 
# 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_111111_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2354265'
loop_
_audit_author_name
_audit_author_address
'CUI Haixia'
;Nanjing University of Posts and Telecommunications
China
;
_audit_update_record             
;
2024-06-15 deposited with the CCDC.	2024-06-25 downloaded from the CCDC.
;
_audit_creation_date             2024-06-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'Br0.787 Cl4.213 Sb, 2(C13 H22 N)'
_chemical_formula_sum            'C26 H44 Br0.787 Cl4.213 N2 Sb'
_chemical_formula_weight         719.458
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
Br -0.38188 2.46625 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Sb -0.55470 1.55289 19.64180 19.04550 5.03710 2.68270 5.30340 0.46070 27.90740
75.28250 4.59090 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.3120(15)
_cell_length_b                   13.829(3)
_cell_length_c                   24.661(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3175.8(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    295.34
_cell_measurement_theta_max      28.87
_cell_measurement_theta_min      2.20
_exptl_absorpt_coefficient_mu    2.252
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.2207
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1649 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.2959.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_description       block
_exptl_crystal_F_000             1457.929
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_Laue_measured_fraction_full 0.9984
_diffrn_reflns_Laue_measured_fraction_max 0.9984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            34128
_diffrn_reflns_point_group_measured_fraction_full 0.9988
_diffrn_reflns_point_group_measured_fraction_max 0.9988
_diffrn_reflns_theta_full        25.0266
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.34
_diffrn_ambient_temperature      295.26
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.999
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              29
_reflns_limit_l_min              -29
_reflns_number_gt                5263
_reflns_number_total             5618
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3771
_refine_diff_density_min         -0.4594
_refine_diff_density_rms         0.0624
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.015(11)
_refine_ls_d_res_high            0.8400
_refine_ls_d_res_low             8.7116
_refine_ls_goodness_of_fit_ref   1.0449
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    85
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5618
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0252
_refine_ls_restrained_S_all      1.0439
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+1.0101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0594
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.979662
 0.020338
2. Shared sites
{Br2, Cl1}
{Br3, Cl3a}
{Br4, Cl2a}
{Br1, Cl5a}
{Br5, Cl4}
3. Restrained distances
 Sb1-Cl1 \\sim Sb1-Br2
 with sigma of 0.02
 Sb1-Br4 \\sim Sb1-Cl2a
 with sigma of 0.02
 Sb1-Br1 \\sim Sb1-Cl5a
 with sigma of 0.02
 Sb1-Br3 \\sim Sb1-Cl3a
 with sigma of 0.02
 Sb1-Cl4 \\sim Sb1-Br5
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(Cl5a)
Uanis(Br4) = Uanis(Cl2a)
Uanis(Br3) = Uanis(Cl3a)
Uanis(Br2) = Uanis(Cl1)
Uiso(Br5) = Uiso(Cl4)
5. Others
 Sof(Br2)=1-FVAR(1)
 Sof(Cl1)=FVAR(1)
 Sof(Cl2a)=1-FVAR(2)
 Sof(Br4)=FVAR(2)
 Sof(Cl5a)=1-FVAR(3)
 Sof(Br1)=FVAR(3)
 Sof(Cl3a)=1-FVAR(4)
 Sof(Br3)=FVAR(4)
 Sof(Br5)=1-FVAR(5)
 Sof(Cl4)=FVAR(5)
6.a Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b), C20(H20a,H20b), C25(H25a,H25b), C21(H21a,H21b), C7(H7a,H7b),
 C23(H23a,H23b), C12(H12a,H12b), C10(H10a,H10b)
6.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C14(H14), C15(H15), C16(H16), C17(H17), C1(H1), C5(H5), C4(H4),
 C3(H3), C2(H2)
6.c Fitted hexagon refined as free rotating group:
 C18(C19,C14,C15,C16,C17), C1(C6,C5,C4,C3,C2)
6.d Idealised Me refined as rotating group:
 C26(H26a,H26b,H26c), C9(H9a,H9b,H9c), C22(H22a,H22b,H22c), C24(H24a,H24b,
 H24c), C11(H11a,H11b,H11c), C13(H13a,H13b,H13c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
Sb1 Sb 0.67760(2) 0.071303(17) 0.661284(8) 0.03590(7) Uani 1.000000 D . .
Cl1 Cl 0.48139(7) 0.06871(6) 0.57748(2) 0.0542(3) Uani 0.658(3) D P 1
Br1 Br 0.90311(7) 0.04191(5) 0.59196(3) 0.0525(3) Uani 0.262(3) D P 1
Cl4 Cl 0.72834(9) 0.23902(7) 0.65020(3) 0.0457(4) Uiso 0.991(3) D P 1
Br4 Br 0.84141(9) 0.06039(7) 0.74725(3) 0.0554(4) Uani 0.097(3) D P 1
Br3 Br 0.46997(9) 0.12414(8) 0.72424(3) 0.0557(4) Uani 0.078(3) D P 1
N2 N 0.2404(3) 0.3425(2) 0.59499(11) 0.0393(7) Uani 1.000000 . . .
N1 N 0.8079(3) 0.34163(19) 0.82796(11) 0.0385(6) Uani 1.000000 . . .
C8 C 0.9313(4) 0.2770(3) 0.81111(15) 0.0444(9) Uani 1.000000 . . .
H8a H 0.9240(4) 0.2168(3) 0.83110(15) 0.0533(11) Uiso 1.000000 R . .
H8b H 0.9202(4) 0.2617(3) 0.77295(15) 0.0533(11) Uiso 1.000000 R . .
C20 C 0.3947(4) 0.3404(3) 0.61614(14) 0.0428(9) Uani 1.000000 . . .
H20a H 0.3916(4) 0.3334(3) 0.65525(14) 0.0513(10) Uiso 1.000000 R . .
H20b H 0.4415(4) 0.2833(3) 0.60165(14) 0.0513(10) Uiso 1.000000 R . .
C25 C 0.1677(4) 0.4323(3) 0.61687(14) 0.0483(8) Uani 1.000000 . . .
H25a H 0.1788(4) 0.4333(3) 0.65598(14) 0.0580(10) Uiso 1.000000 R . .
H25b H 0.2167(4) 0.4887(3) 0.60250(14) 0.0580(10) Uiso 1.000000 R . .
C21 C 0.2387(4) 0.3466(3) 0.53306(13) 0.0475(9) Uani 1.000000 . . .
H21a H 0.1399(4) 0.3538(3) 0.52124(13) 0.0570(11) Uiso 1.000000 R . .
H21b H 0.2904(4) 0.4040(3) 0.52167(13) 0.0570(11) Uiso 1.000000 R . .
C7 C 0.8081(4) 0.3579(3) 0.88940(13) 0.0414(8) Uani 1.000000 . . .
H7a H 0.8910(4) 0.3972(3) 0.89850(13) 0.0496(10) Uiso 1.000000 R . .
H7b H 0.7232(4) 0.3949(3) 0.89877(13) 0.0496(10) Uiso 1.000000 R . .
C23 C 0.1656(4) 0.2499(3) 0.61312(15) 0.0511(9) Uani 1.000000 . . .
H23a H 0.0748(4) 0.2447(3) 0.59402(15) 0.0613(11) Uiso 1.000000 R . .
H23b H 0.2243(4) 0.1952(3) 0.60237(15) 0.0613(11) Uiso 1.000000 R . .
C18 C 0.5026(2) 0.49962(19) 0.64127(7) 0.0516(10) Uani 1.000000 . . .
H18 H 0.4525(2) 0.49651(19) 0.67385(7) 0.0619(12) Uiso 1.000000 R . .
C19 C 0.4862(2) 0.42688(16) 0.60287(9) 0.0415(8) Uani 1.000000 G . .
C14 C 0.5610(3) 0.43153(18) 0.55417(8) 0.0543(9) Uani 1.000000 G . .
H14 H 0.5500(3) 0.38286(18) 0.52847(8) 0.0651(11) Uiso 1.000000 R . .
C15 C 0.6523(3) 0.5089(2) 0.54387(9) 0.0665(12) Uani 1.000000 G . .
H15 H 0.7024(3) 0.5120(2) 0.51129(9) 0.0798(15) Uiso 1.000000 R . .
C16 C 0.6687(3) 0.58164(18) 0.58228(12) 0.0699(12) Uani 1.000000 G . .
H16 H 0.7298(3) 0.63341(18) 0.57539(12) 0.0839(14) Uiso 1.000000 R . .
C17 C 0.5939(3) 0.57699(17) 0.63097(11) 0.0616(10) Uani 1.000000 G . .
H17 H 0.6049(3) 0.62566(17) 0.65667(11) 0.0739(13) Uiso 1.000000 R . .
C12 C 0.6746(4) 0.2885(3) 0.80930(15) 0.0471(8) Uani 1.000000 . . .
H12a H 0.6848(4) 0.2736(3) 0.77107(15) 0.0565(10) Uiso 1.000000 R . .
H12b H 0.6685(4) 0.2277(3) 0.82875(15) 0.0565(10) Uiso 1.000000 R . .
C26 C 0.0082(4) 0.4406(4) 0.60345(18) 0.0684(13) Uani 1.000000 . . .
H26a H -0.0036(4) 0.448(3) 0.5650(2) 0.1026(19) Uiso 1.000000 GR . .
H26b H -0.0406(7) 0.3830(11) 0.6151(13) 0.1026(19) Uiso 1.000000 GR . .
H26c H -0.0317(9) 0.4956(15) 0.6218(11) 0.1026(19) Uiso 1.000000 GR . .
C9 C 1.0812(4) 0.3178(3) 0.81963(17) 0.0536(10) Uani 1.000000 . . .
H9a H 1.0959(11) 0.3716(13) 0.7956(8) 0.0803(15) Uiso 1.000000 GR . .
H9b H 1.0912(11) 0.3391(19) 0.8565(4) 0.0803(15) Uiso 1.000000 GR . .
H9c H 1.1512(4) 0.2686(7) 0.8122(11) 0.0803(15) Uiso 1.000000 GR . .
C22 C 0.3023(5) 0.2608(3) 0.50441(16) 0.0645(12) Uani 1.000000 . . .
H22a H 0.303(3) 0.2725(10) 0.46604(19) 0.0968(18) Uiso 1.000000 GR . .
H22b H 0.3987(13) 0.2506(14) 0.5169(9) 0.0968(18) Uiso 1.000000 GR . .
H22c H 0.246(2) 0.2044(5) 0.5119(10) 0.0968(18) Uiso 1.000000 GR . .
C10 C 0.8190(4) 0.4417(3) 0.80278(13) 0.0450(8) Uani 1.000000 . . .
H10a H 0.7405(4) 0.4811(3) 0.81627(13) 0.0540(9) Uiso 1.000000 R . .
H10b H 0.9079(4) 0.4714(3) 0.81472(13) 0.0540(9) Uiso 1.000000 R . .
C1 C 0.9415(2) 0.23677(19) 0.94556(10) 0.0543(10) Uani 1.000000 . . .
H1 H 1.0262(2) 0.26804(19) 0.93598(10) 0.0652(12) Uiso 1.000000 R . .
C6 C 0.8112(3) 0.26817(15) 0.92446(9) 0.0425(8) Uani 1.000000 G . .
C5 C 0.6846(2) 0.22144(18) 0.93878(10) 0.0536(10) Uani 1.000000 G . .
H5 H 0.5974(2) 0.24245(18) 0.92466(10) 0.0643(11) Uiso 1.000000 R . .
C4 C 0.6884(3) 0.14330(18) 0.97420(11) 0.0603(11) Uani 1.000000 G . .
H4 H 0.6037(3) 0.11203(18) 0.98378(11) 0.0724(13) Uiso 1.000000 R . .
C3 C 0.8187(3) 0.11189(16) 0.99530(9) 0.0597(10) Uani 1.000000 G . .
H3 H 0.8212(3) 0.05961(16) 1.01900(9) 0.0717(13) Uiso 1.000000 R . .
C2 C 0.9453(2) 0.1586(2) 0.98098(11) 0.0604(11) Uani 1.000000 G . .
H2 H 1.0325(2) 0.1376(2) 0.99510(11) 0.0725(13) Uiso 1.000000 R . .
C24 C 0.1364(4) 0.2426(3) 0.67401(16) 0.0639(12) Uani 1.000000 . . .
H24a H 0.088(3) 0.1828(12) 0.6817(2) 0.0959(18) Uiso 1.000000 GR . .
H24b H 0.2258(5) 0.245(2) 0.69341(18) 0.0959(18) Uiso 1.000000 GR . .
H24c H 0.077(3) 0.2957(14) 0.6852(3) 0.0959(18) Uiso 1.000000 GR . .
C11 C 0.8152(5) 0.4430(3) 0.74150(15) 0.0610(10) Uani 1.000000 . . .
H11a H 0.886(2) 0.3993(16) 0.72762(15) 0.0914(15) Uiso 1.000000 GR . .
H11b H 0.7219(11) 0.423(2) 0.72923(15) 0.0914(15) Uiso 1.000000 GR . .
H11c H 0.835(3) 0.5072(6) 0.72875(15) 0.0914(15) Uiso 1.000000 GR . .
C13 C 0.5335(4) 0.3439(3) 0.81746(19) 0.0613(11) Uani 1.000000 . . .
H13a H 0.4541(4) 0.3030(8) 0.8080(12) 0.0920(17) Uiso 1.000000 GR . .
H13b H 0.5251(16) 0.3631(19) 0.8547(3) 0.0920(17) Uiso 1.000000 GR . .
H13c H 0.5330(14) 0.4004(12) 0.7948(9) 0.0920(17) Uiso 1.000000 GR . .
Br2 Br 0.48139(7) 0.06871(6) 0.57748(2) 0.0542(3) Uani 0.342(3) D P 2
Cl2a Cl 0.84141(9) 0.06039(7) 0.74725(3) 0.0554(4) Uani 0.903(3) D P 2
Cl5a Cl 0.90311(7) 0.04191(5) 0.59196(3) 0.0525(3) Uani 0.738(3) D P 2
Cl3a Cl 0.46997(9) 0.12414(8) 0.72424(3) 0.0557(4) Uani 0.922(3) D P 2
Br5 Br 0.72834(9) 0.23902(7) 0.65020(3) 0.0457(4) Uiso 0.009(3) D P 2


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 2.7589(7) . ?
Sb1 Br1 2.7382(8) . ?
Sb1 Cl4 2.3828(10) . ?
Sb1 Br4 2.6162(8) . ?
Sb1 Br3 2.5851(9) . ?
Sb1 Br2 2.7589(7) . ?
Sb1 Cl2a 2.6162(8) . ?
Sb1 Cl5a 2.7382(8) . ?
Sb1 Cl3a 2.5851(9) . ?
Sb1 Br5 2.3828(10) . ?
N2 C20 1.529(4) . ?
N2 C25 1.514(5) . ?
N2 C21 1.528(4) . ?
N2 C23 1.526(5) . ?
N1 C8 1.514(4) . ?
N1 C7 1.532(4) . ?
N1 C12 1.514(4) . ?
N1 C10 1.521(4) . ?
C8 H8a 0.9700 . ?
C8 H8b 0.9700 . ?
C8 C9 1.520(5) . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C19 1.505(4) . ?
C25 H25a 0.9700 . ?
C25 H25b 0.9700 . ?
C25 C26 1.526(5) . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C21 C22 1.503(6) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C6 1.512(4) . ?
C23 H23a 0.9700 . ?
C23 H23b 0.9700 . ?
C23 C24 1.529(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C18 C17 1.3900 . ?
C19 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C12 C13 1.534(5) . ?
C26 H26a 0.9600 . ?
C26 H26b 0.9600 . ?
C26 H26c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C11 1.512(5) . ?
C1 H1 0.9300 . ?
C1 C6 1.3900 . ?
C1 C2 1.3900 . ?
C6 C5 1.3900 . ?
C5 H5 0.9300 . ?
C5 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C2 1.3900 . ?
C2 H2 0.9300 . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9600 . ?
C13 H13c 0.9600 . ?

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 Cl1 92.19(2) . . ?
Cl4 Sb1 Cl1 93.33(3) . . ?
Cl4 Sb1 Br1 85.46(3) . . ?
Br4 Sb1 Cl1 172.97(3) . . ?
Br4 Sb1 Br1 92.88(3) . . ?
Br4 Sb1 Cl4 91.92(3) . . ?
Br3 Sb1 Cl1 87.61(2) . . ?
Br3 Sb1 Br1 172.11(3) . . ?
Br3 Sb1 Cl4 86.68(3) . . ?
Br3 Sb1 Br4 88.03(3) . . ?
Br2 Sb1 Cl1 0.0 . . ?
Br2 Sb1 Br1 92.19(2) . . ?
Br2 Sb1 Cl4 93.33(3) . . ?
Br2 Sb1 Br4 172.97(3) . . ?
Br2 Sb1 Br3 87.61(2) . . ?
Cl2a Sb1 Cl1 172.97(3) . . ?
Cl2a Sb1 Br1 92.88(3) . . ?
Cl2a Sb1 Cl4 91.92(3) . . ?
Cl2a Sb1 Br4 0.0 . . ?
Cl2a Sb1 Br3 88.03(3) . . ?
Cl2a Sb1 Br2 172.97(3) . . ?
Cl5a Sb1 Cl1 92.19(2) . . ?
Cl5a Sb1 Br1 0.0 . . ?
Cl5a Sb1 Cl4 85.46(3) . . ?
Cl5a Sb1 Br4 92.88(3) . . ?
Cl5a Sb1 Br3 172.11(3) . . ?
Cl5a Sb1 Br2 92.19(2) . . ?
Cl5a Sb1 Cl2a 92.88(3) . . ?
Cl3a Sb1 Cl1 87.61(2) . . ?
Cl3a Sb1 Br1 172.11(3) . . ?
Cl3a Sb1 Cl4 86.68(3) . . ?
Cl3a Sb1 Br4 88.03(3) . . ?
Cl3a Sb1 Br3 0.0 . . ?
Cl3a Sb1 Br2 87.61(2) . . ?
Cl3a Sb1 Cl2a 88.03(3) . . ?
Cl3a Sb1 Cl5a 172.11(3) . . ?
Br5 Sb1 Cl1 93.33(3) . . ?
Br5 Sb1 Br1 85.46(3) . . ?
Br5 Sb1 Cl4 0.0 . . ?
Br5 Sb1 Br4 91.92(3) . . ?
Br5 Sb1 Br3 86.68(3) . . ?
Br5 Sb1 Br2 93.33(3) . . ?
Br5 Sb1 Cl2a 91.92(3) . . ?
Br5 Sb1 Cl5a 85.46(3) . . ?
Br5 Sb1 Cl3a 86.68(3) . . ?
C25 N2 C20 108.4(3) . . ?
C21 N2 C20 110.6(2) . . ?
C21 N2 C25 108.7(3) . . ?
C23 N2 C20 108.2(3) . . ?
C23 N2 C25 112.4(3) . . ?
C23 N2 C21 108.6(3) . . ?
C7 N1 C8 110.9(3) . . ?
C12 N1 C8 104.6(2) . . ?
C12 N1 C7 111.9(3) . . ?
C10 N1 C8 112.0(3) . . ?
C10 N1 C7 105.7(2) . . ?
C10 N1 C12 111.9(3) . . ?
H8a C8 N1 108.27(18) . . ?
H8b C8 N1 108.27(17) . . ?
H8b C8 H8a 107.4 . . ?
C9 C8 N1 116.1(3) . . ?
C9 C8 H8a 108.3(2) . . ?
C9 C8 H8b 108.3(2) . . ?
H20a C20 N2 108.23(16) . . ?
H20b C20 N2 108.2(2) . . ?
H20b C20 H20a 107.4 . . ?
C19 C20 N2 116.2(3) . . ?
C19 C20 H20a 108.23(16) . . ?
C19 C20 H20b 108.23(17) . . ?
H25a C25 N2 108.57(17) . . ?
H25b C25 N2 108.57(18) . . ?
H25b C25 H25a 107.5 . . ?
C26 C25 N2 114.8(3) . . ?
C26 C25 H25a 108.6(2) . . ?
C26 C25 H25b 108.6(2) . . ?
H21a C21 N2 108.31(17) . . ?
H21b C21 N2 108.31(19) . . ?
H21b C21 H21a 107.4 . . ?
C22 C21 N2 115.9(3) . . ?
C22 C21 H21a 108.3(2) . . ?
C22 C21 H21b 108.3(2) . . ?
H7a C7 N1 108.18(17) . . ?
H7b C7 N1 108.18(18) . . ?
H7b C7 H7a 107.3 . . ?
C6 C7 N1 116.4(3) . . ?
C6 C7 H7a 108.18(17) . . ?
C6 C7 H7b 108.18(17) . . ?
H23a C23 N2 108.50(18) . . ?
H23b C23 N2 108.50(19) . . ?
H23b C23 H23a 107.5 . . ?
C24 C23 N2 115.1(3) . . ?
C24 C23 H23a 108.5(2) . . ?
C24 C23 H23b 108.5(2) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C18 C19 C20 119.3(2) . . ?
C14 C19 C20 120.6(2) . . ?
C14 C19 C18 120.0 . . ?
H14 C14 C19 120.00(8) . . ?
C15 C14 C19 120.0 . . ?
C15 C14 H14 120.00(8) . . ?
H15 C15 C14 120.00(8) . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.00(8) . . ?
H16 C16 C15 120.00(8) . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.00(8) . . ?
C16 C17 C18 120.0 . . ?
H17 C17 C18 120.00(8) . . ?
H17 C17 C16 120.00(8) . . ?
H12a C12 N1 108.55(17) . . ?
H12b C12 N1 108.55(18) . . ?
H12b C12 H12a 107.5 . . ?
C13 C12 N1 114.8(3) . . ?
C13 C12 H12a 108.6(2) . . ?
C13 C12 H12b 108.6(2) . . ?
H26a C26 C25 109.5 . . ?
H26b C26 C25 109.5 . . ?
H26b C26 H26a 109.5 . . ?
H26c C26 C25 109.5 . . ?
H26c C26 H26a 109.5 . . ?
H26c C26 H26b 109.5 . . ?
H9a C9 C8 109.5 . . ?
H9b C9 C8 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C8 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H22a C22 C21 109.5 . . ?
H22b C22 C21 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C21 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
H10a C10 N1 108.61(18) . . ?
H10b C10 N1 108.61(17) . . ?
H10b C10 H10a 107.6 . . ?
C11 C10 N1 114.6(3) . . ?
C11 C10 H10a 108.6(2) . . ?
C11 C10 H10b 108.6(2) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C2 C1 C6 120.0 . . ?
C1 C6 C7 119.1(2) . . ?
C5 C6 C7 120.7(2) . . ?
C5 C6 C1 120.0 . . ?
H5 C5 C6 120.00(8) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.00(8) . . ?
H4 C4 C5 120.00(8) . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.00(8) . . ?
H3 C3 C4 120.00(8) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.00(8) . . ?
C3 C2 C1 120.0 . . ?
H2 C2 C1 120.00(8) . . ?
H2 C2 C3 120.00(8) . . ?
H24a C24 C23 109.5 . . ?
H24b C24 C23 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C23 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
H11a C11 C10 109.5 . . ?
H11b C11 C10 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C10 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H13a C13 C12 109.5 . . ?
H13b C13 C12 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C12 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?

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
N2 C20 C19 C18 97.7(3) . . . . ?
N2 C20 C19 C14 -86.4(3) . . . . ?
N1 C7 C6 C1 98.0(3) . . . . ?
N1 C7 C6 C5 -86.6(3) . . . . ?
C20 C19 C18 C17 175.94(16) . . . . ?
C20 C19 C14 C15 -175.89(16) . . . . ?
C7 C6 C1 C2 175.40(15) . . . . ?
C7 C6 C5 C4 -175.33(15) . . . . ?
C18 C19 C14 C15 -0.0(2) . . . . ?
C18 C17 C16 C15 -0.0(2) . . . . ?
C19 C14 C15 C16 0.0(2) . . . . ?
C14 C15 C16 C17 -0.0(2) . . . . ?
C1 C6 C5 C4 -0.00(19) . . . . ?
C1 C2 C3 C4 -0.0(2) . . . . ?
C6 C5 C4 C3 0.0(2) . . . . ?
C5 C4 C3 C2 0.0(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
Sb1 Cl1 1 1
Sb1 Br1 1 3
Sb1 Cl4 1 5
Sb1 Br4 1 2
Sb1 Br3 1 4
Sb1 Br2 1 1
Sb1 Cl2a 1 2
Sb1 Cl5a 1 3
Sb1 Cl3a 1 4
Sb1 Br5 1 5

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 2.7589 0.0000 0.0000
2 0.0200 2.6162 0.0000 0.0000
3 0.0200 2.7382 0.0000 0.0000
4 0.0200 2.5851 0.0000 0.0000
5 0.0200 2.3828 0.0000 0.0000

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.979662
2 0.020338

