# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_x
_database_code_depnum_ccdc_archive 'CCDC 2514806'
loop_
_audit_author_name
_audit_author_address
'Xiaoying Huang'
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2025-12-10 deposited with the CCDC.	2026-01-13 downloaded from the CCDC.
;
_audit_creation_date             2025-11-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H34 Br4 Mn N2'
_chemical_formula_weight         629.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.6593(5)
_cell_length_b                   15.9035(6)
_cell_length_c                   13.8171(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.395(4)
_cell_angle_gamma                90
_cell_volume                     2342.22(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5030
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      30.569
_cell_measurement_theta_min      1.911
_shelx_estimated_absorpt_T_max   0.404
_shelx_estimated_absorpt_T_min   0.320
_exptl_absorpt_coefficient_mu    7.389
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       flake
_exptl_crystal_F_000             1236
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.767
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15238
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.767
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.569
_diffrn_reflns_theta_min         1.911
_diffrn_ambient_temperature      300(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.767
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3596
_reflns_number_total             5512
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    ?
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         5512
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0422P)²+2.6705P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0935
_refine_ls_wR_factor_ref         0.1050
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C8-C9
 1.52 with sigma of 0.01
 C10-C11 \\sim C11-C12 \\sim C12-C13 \\sim C13-C14
 with sigma of 0.01
 C9-C10 \\sim C9-C14 \\sim C9-C16
 with sigma of 0.01
2. Rigid bond restraints
 N2, C9
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.24311(5) 0.43383(3) 0.85480(4) 0.06876(15) Uani 1 1 d . . . . .
Br2 Br 0.20513(6) 0.56863(3) 0.59413(4) 0.07740(17) Uani 1 1 d . . . . .
Br3 Br 0.19917(5) 0.68828(3) 0.85575(3) 0.06615(15) Uani 1 1 d . . . . .
Br4 Br 0.52085(5) 0.58322(4) 0.75626(4) 0.07819(17) Uani 1 1 d . . . . .
Mn1 Mn 0.28759(6) 0.56686(4) 0.76369(4) 0.05164(17) Uani 1 1 d . . . . .
N1 N 0.3947(4) 0.3174(3) 0.5407(3) 0.0743(11) Uani 1 1 d . . . . .
N2 N 0.7938(5) 0.1079(3) 0.3322(3) 0.0825(13) Uani 1 1 d . U . . .
C1 C 0.3386(8) 0.3151(5) 0.6402(4) 0.117(2) Uani 1 1 d . . . . .
H1A H 0.322629 0.372044 0.661881 0.141 Uiso 1 1 calc R U . . .
H1B H 0.397887 0.289540 0.684903 0.141 Uiso 1 1 calc R U . . .
C2 C 0.2178(10) 0.2659(5) 0.6410(6) 0.135(3) Uani 1 1 d . . . . .
H2A H 0.236335 0.207198 0.628311 0.161 Uiso 1 1 calc R U . . .
H2B H 0.181432 0.269460 0.704998 0.161 Uiso 1 1 calc R U . . .
C3 C 0.1238(7) 0.2959(5) 0.5684(7) 0.132(3) Uani 1 1 d . . . . .
H3A H 0.051850 0.258544 0.568022 0.159 Uiso 1 1 calc R U . . .
H3B H 0.095044 0.351665 0.586120 0.159 Uiso 1 1 calc R U . . .
C4 C 0.1792(6) 0.2985(5) 0.4708(5) 0.112(2) Uani 1 1 d . . . . .
H4A H 0.119081 0.322802 0.425810 0.134 Uiso 1 1 calc R U . . .
H4B H 0.196966 0.241630 0.449628 0.134 Uiso 1 1 calc R U . . .
C5 C 0.2980(6) 0.3491(3) 0.4688(4) 0.0851(16) Uani 1 1 d . . . . .
H5A H 0.278601 0.407366 0.483278 0.102 Uiso 1 1 calc R U . . .
H5B H 0.332944 0.346996 0.404228 0.102 Uiso 1 1 calc R U . . .
C6 C 0.4475(5) 0.2328(3) 0.5150(4) 0.0804(14) Uani 1 1 d . . . . .
H6A H 0.509667 0.217456 0.563488 0.096 Uiso 1 1 calc R U . . .
H6B H 0.380498 0.191608 0.517990 0.096 Uiso 1 1 calc R U . . .
C7 C 0.5064(6) 0.2277(4) 0.4182(4) 0.0931(18) Uani 1 1 d . . . . .
H7A H 0.546872 0.280505 0.402459 0.112 Uiso 1 1 calc R U . . .
H7B H 0.443371 0.215879 0.369070 0.112 Uiso 1 1 calc R U . . .
C8 C 0.6018(7) 0.1578(5) 0.4220(5) 0.108(2) Uani 1 1 d D . . . .
H8A H 0.664432 0.171033 0.470886 0.130 Uiso 1 1 calc R U . . .
H8B H 0.560346 0.106181 0.441209 0.130 Uiso 1 1 calc R U . . .
C9 C 0.6632(6) 0.1445(4) 0.3311(4) 0.108(2) Uani 1 1 d D U . . .
H9A H 0.666663 0.198087 0.297731 0.129 Uiso 1 1 calc R U . . .
H9B H 0.610400 0.107596 0.292420 0.129 Uiso 1 1 calc R U . . .
C10 C 0.8080(7) 0.0812(4) 0.2258(4) 0.105(2) Uani 1 1 d D . . . .
H10A H 0.728642 0.058111 0.203537 0.126 Uiso 1 1 calc R U . . .
H10B H 0.824823 0.130988 0.187415 0.126 Uiso 1 1 calc R U . . .
C11 C 0.9034(6) 0.0215(3) 0.2079(4) 0.0918(18) Uani 1 1 d D . . . .
H11A H 0.984259 0.048999 0.214362 0.110 Uiso 1 1 calc R U . . .
H11B H 0.895481 0.002081 0.141576 0.110 Uiso 1 1 calc R U . . .
C12 C 0.9014(5) -0.0523(3) 0.2728(3) 0.0717(13) Uani 1 1 d D . . . .
H12A H 0.977802 -0.084468 0.264055 0.086 Uiso 1 1 calc R U . . .
H12B H 0.831192 -0.088082 0.255069 0.086 Uiso 1 1 calc R U . . .
C13 C 0.8904(6) -0.0285(3) 0.3760(4) 0.0918(18) Uani 1 1 d D . . . .
H13A H 0.873588 -0.078828 0.413402 0.110 Uiso 1 1 calc R U . . .
H13B H 0.970384 -0.006182 0.397863 0.110 Uiso 1 1 calc R U . . .
C14 C 0.7941(7) 0.0326(4) 0.3964(4) 0.116(3) Uani 1 1 d D . . . .
H14A H 0.804172 0.051251 0.462892 0.139 Uiso 1 1 calc R U . . .
H14B H 0.713065 0.005222 0.391155 0.139 Uiso 1 1 calc R U . . .
C15 C 0.5002(8) 0.3814(5) 0.5450(6) 0.136(3) Uani 1 1 d . . . . .
H15A H 0.537446 0.386581 0.482226 0.204 Uiso 1 1 calc R U . . .
H15B H 0.562560 0.363236 0.590875 0.204 Uiso 1 1 calc R U . . .
H15C H 0.467278 0.434914 0.564606 0.204 Uiso 1 1 calc R U . . .
C16 C 0.8857(6) 0.1683(4) 0.3607(5) 0.105(2) Uani 1 1 d D . . . .
H16A H 0.967637 0.143466 0.357191 0.158 Uiso 1 1 calc R U . . .
H16B H 0.869932 0.186045 0.425881 0.158 Uiso 1 1 calc R U . . .
H16C H 0.881399 0.215958 0.318195 0.158 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Mn1 2.5086(7) . ?
Br2 Mn1 2.4967(8) . ?
Br3 Mn1 2.5004(7) . ?
Br4 Mn1 2.5028(8) . ?
N1 C1 1.503(6) . ?
N1 C5 1.514(7) . ?
N1 C6 1.502(7) . ?
N1 C15 1.518(7) . ?
N2 C9 1.509(8) . ?
N2 C10 1.539(7) . ?
N2 C14 1.491(6) . ?
N2 C16 1.424(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.506(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.492(11) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.477(10) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.500(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.484(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.506(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.436(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.416(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.477(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.481(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.442(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
Br2 Mn1 Br1 114.45(3) . . ?
Br2 Mn1 Br3 109.70(3) . . ?
Br2 Mn1 Br4 107.68(3) . . ?
Br3 Mn1 Br1 108.83(3) . . ?
Br3 Mn1 Br4 108.58(3) . . ?
Br4 Mn1 Br1 107.43(3) . . ?
C1 N1 C5 109.6(5) . . ?
C1 N1 C15 106.3(5) . . ?
C5 N1 C15 107.6(5) . . ?
C6 N1 C1 110.3(4) . . ?
C6 N1 C5 113.5(4) . . ?
C6 N1 C15 109.3(5) . . ?
C9 N2 C10 101.1(4) . . ?
C14 N2 C9 108.3(4) . . ?
C14 N2 C10 110.3(4) . . ?
C16 N2 C9 112.1(4) . . ?
C16 N2 C10 112.2(5) . . ?
C16 N2 C14 112.2(5) . . ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
N1 C1 C2 111.4(5) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 C1 113.5(6) . . ?
C3 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 C2 110.6(6) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C3 C4 C5 112.0(6) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
N1 C5 H5A 109.1 . . ?
N1 C5 H5B 109.1 . . ?
C4 C5 N1 112.3(5) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
N1 C6 H6A 108.5 . . ?
N1 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 N1 115.1(4) . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C6 C7 H7A 110.2 . . ?
C6 C7 H7B 110.2 . . ?
C6 C7 C8 107.4(5) . . ?
H7A C7 H7B 108.5 . . ?
C8 C7 H7A 110.2 . . ?
C8 C7 H7B 110.2 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 C7 112.9(5) . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N2 C9 H9A 107.7 . . ?
N2 C9 H9B 107.7 . . ?
C8 C9 N2 118.3(5) . . ?
C8 C9 H9A 107.7 . . ?
C8 C9 H9B 107.7 . . ?
H9A C9 H9B 107.1 . . ?
N2 C10 H10A 108.4 . . ?
N2 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 N2 115.3(5) . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
C10 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C10 C11 C12 114.4(5) . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C11 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C11 C12 C13 112.5(4) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C12 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 C12 115.0(5) . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
N2 C14 H14A 108.5 . . ?
N2 C14 H14B 108.5 . . ?
C13 C14 N2 115.1(5) . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1A Br1 0.97 2.97 3.666(6) 129.7 . yes
C4 H4B Br1 0.97 3.12 4.087(7) 172.6 4_565 yes
C5 H5A Br2 0.97 3.09 4.023(5) 161.7 . yes
C5 H5B Br4 0.97 2.94 3.826(5) 153.0 3_666 yes
C8 H8A Br3 0.97 2.81 3.752(8) 165.0 2_646 yes
C9 H9A Br3 0.97 3.14 3.993(6) 147.8 3_666 yes
C10 H10B Br3 0.97 2.95 3.835(6) 152.9 3_666 yes
C14 H14B Br4 0.97 3.10 3.944(9) 146.5 4_565 yes
C15 H15A Br2 0.96 3.03 3.778(7) 135.7 3_666 yes
C16 H16B Br3 0.96 3.11 4.040(7) 163.2 2_646 yes
C16 H16C Br3 0.96 2.97 3.864(6) 155.9 3_666 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -54.3(9) . . . . ?
N1 C6 C7 C8 154.4(5) . . . . ?
N2 C10 C11 C12 49.0(8) . . . . ?
C1 N1 C5 C4 -55.1(6) . . . . ?
C1 N1 C6 C7 -179.6(5) . . . . ?
C1 C2 C3 C4 53.6(9) . . . . ?
C2 C3 C4 C5 -53.9(9) . . . . ?
C3 C4 C5 N1 56.3(8) . . . . ?
C5 N1 C1 C2 53.4(8) . . . . ?
C5 N1 C6 C7 57.0(6) . . . . ?
C6 N1 C1 C2 -72.1(8) . . . . ?
C6 N1 C5 C4 68.6(6) . . . . ?
C6 C7 C8 C9 178.1(6) . . . . ?
C7 C8 C9 N2 152.9(6) . . . . ?
C9 N2 C10 C11 -161.0(6) . . . . ?
C9 N2 C14 C13 155.4(6) . . . . ?
C10 N2 C9 C8 164.7(6) . . . . ?
C10 N2 C14 C13 45.6(9) . . . . ?
C10 C11 C12 C13 -48.2(8) . . . . ?
C11 C12 C13 C14 47.6(8) . . . . ?
C12 C13 C14 N2 -48.3(9) . . . . ?
C14 N2 C9 C8 48.7(8) . . . . ?
C14 N2 C10 C11 -46.6(8) . . . . ?
C15 N1 C1 C2 169.5(7) . . . . ?
C15 N1 C5 C4 -170.3(5) . . . . ?
C15 N1 C6 C7 -63.1(7) . . . . ?
C16 N2 C9 C8 -75.6(7) . . . . ?
C16 N2 C10 C11 79.3(7) . . . . ?
C16 N2 C14 C13 -80.3(7) . . . . ?

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

data_X
_database_code_depnum_ccdc_archive 'CCDC 2514807'
loop_
_audit_author_name
_audit_author_address
'Xiaoying Huang'
;Fujian Institute of Research on the Structure of Matter
China
;
_audit_update_record             
;
2025-12-10 deposited with the CCDC.	2026-01-13 downloaded from the CCDC.
;
_audit_creation_date             2025-11-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H34 Br4 Mn N2'
_chemical_formula_weight         629.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.8247(7)
_cell_length_b                   16.1344(8)
_cell_length_c                   13.9638(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.827(7)
_cell_angle_gamma                90
_cell_volume                     2438.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3333
_cell_measurement_temperature    450(2)
_cell_measurement_theta_max      31.4678
_cell_measurement_theta_min      1.9289
_shelx_estimated_absorpt_T_max   0.416
_shelx_estimated_absorpt_T_min   0.331
_exptl_absorpt_coefficient_mu    7.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       flake
_exptl_crystal_F_000             1236
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1089
_diffrn_reflns_av_unetI/netI     0.1004
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20282
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.266
_diffrn_ambient_temperature      450(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2143
_reflns_number_total             4928
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    ?
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4928
_refine_ls_number_restraints     462
_refine_ls_R_factor_all          0.1974
_refine_ls_R_factor_gt           0.0882
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0809P)²+6.3216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1930
_refine_ls_wR_factor_ref         0.2460
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C1-C2 = C2-C3 = C3-C4 = C4-C5 = C10-C11 = C11-C12 = C12-C13 = C13-C14
 1.55 with sigma of 0.015
 N1-C1 = N1-C5 = N2-C10 = N2-C14 = N1-C6 = N1-C15 = N2-C9 = N2-C16
 1.4 with sigma of 0.015
 C1-C5 = C1-C15 = C1-C6 = C5-C6 = C5-C15 = C6-C15 = C9-C10 = C9-C14 = C9-C16 =
 C10-C14 = C10-C16 = C14-C16 = C6-C8 = C7-C9 = N1-C7 = N2-C8
 2.45 with sigma of 0.01
 C1-C3 = C2-C4 = C3-C5 = C1-C5 = C10-C12 = C11-C13 = C12-C14 = C10-C14
 2.45 with sigma of 0.02
 C6-C7 = C7-C8 = C8-C9
 1.55 with sigma of 0.015
 H9A-H14B = H7B-H15C
 2.1 with sigma of 0.01
2. Rigid bond restraints
 N2, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C4, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N2, C10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
N1 \\sim N2 \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7
\\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15
\\sim C16: within 3.8A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 3.8A
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
4.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.21137(16) 0.56616(9) 0.76244(12) 0.0907(5) Uani 1 1 d . . . . .
Br1 Br 0.25677(15) 0.43337(7) 0.84995(12) 0.1278(6) Uani 1 1 d . . . . .
Br2 Br 0.28880(17) 0.56981(10) 0.59522(11) 0.1384(6) Uani 1 1 d . . . . .
Br3 Br 0.30455(14) 0.68452(8) 0.85373(10) 0.1208(6) Uani 1 1 d . . . . .
Br4 Br -0.01829(13) 0.58219(11) 0.75745(13) 0.1401(6) Uani 1 1 d . . . . .
N1 N 0.1051(10) 0.3147(6) 0.5400(7) 0.143(4) Uani 1 1 d D U . . .
N2 N -0.2919(10) 0.1095(6) 0.3342(7) 0.143(3) Uani 1 1 d D U . . .
C1 C 0.1943(11) 0.3469(9) 0.4694(9) 0.180(5) Uani 1 1 d D U . . .
H1A H 0.206931 0.405429 0.482056 0.215 Uiso 1 1 calc R U . . .
H1B H 0.156690 0.342316 0.406108 0.215 Uiso 1 1 calc R U . . .
C2 C 0.3202(16) 0.3053(12) 0.4668(11) 0.205(6) Uani 1 1 d D U . . .
H2A H 0.312145 0.251416 0.436659 0.246 Uiso 1 1 calc R U . . .
H2B H 0.375654 0.338537 0.428697 0.246 Uiso 1 1 calc R U . . .
C3 C 0.3737(13) 0.2951(12) 0.5652(13) 0.200(6) Uani 1 1 d D U . . .
H3A H 0.401089 0.348615 0.588866 0.240 Uiso 1 1 calc R U . . .
H3B H 0.445284 0.259078 0.562275 0.240 Uiso 1 1 calc R U . . .
C4 C 0.2832(17) 0.2593(11) 0.6334(12) 0.208(6) Uani 1 1 d D U . . .
H4A H 0.320395 0.257419 0.696975 0.250 Uiso 1 1 calc R U . . .
H4B H 0.263872 0.202897 0.614326 0.250 Uiso 1 1 calc R U . . .
C5 C 0.1659(12) 0.3088(10) 0.6367(7) 0.198(6) Uani 1 1 d D U . . .
H5A H 0.109508 0.282906 0.681044 0.238 Uiso 1 1 calc R U . . .
H5B H 0.184227 0.364100 0.660161 0.238 Uiso 1 1 calc R U . . .
C6 C 0.0576(12) 0.2319(7) 0.5125(9) 0.176(5) Uani 1 1 d D U . . .
H6A H 0.126942 0.194164 0.507208 0.211 Uiso 1 1 calc R U . . .
H6B H 0.005364 0.211527 0.563217 0.211 Uiso 1 1 calc R U . . .
C7 C -0.0127(14) 0.2309(9) 0.4227(10) 0.177(5) Uani 1 1 d D U . . .
H7A H 0.042288 0.221776 0.369409 0.212 Uiso 1 1 calc R U . . .
H7B H -0.054279 0.283518 0.413125 0.212 Uiso 1 1 calc DR U . . .
C8 C -0.1094(13) 0.1594(10) 0.4278(10) 0.179(5) Uani 1 1 d D U . . .
H8A H -0.068531 0.107839 0.444703 0.215 Uiso 1 1 calc R U . . .
H8B H -0.169877 0.171708 0.476326 0.215 Uiso 1 1 calc R U . . .
C9 C -0.1685(10) 0.1518(9) 0.3371(9) 0.191(5) Uani 1 1 d D U . . .
H9A H -0.113589 0.121705 0.295182 0.230 Uiso 1 1 calc DR U . . .
H9B H -0.178794 0.206955 0.310525 0.230 Uiso 1 1 calc R U . . .
C10 C -0.2932(14) 0.0358(7) 0.3941(8) 0.177(5) Uani 1 1 d D U . . .
H10A H -0.299345 0.053176 0.460368 0.212 Uiso 1 1 calc R U . . .
H10B H -0.214754 0.007512 0.387468 0.212 Uiso 1 1 calc R U . . .
C11 C -0.3927(15) -0.0239(10) 0.3738(10) 0.166(5) Uani 1 1 d D U . . .
H11A H -0.471101 0.000636 0.391123 0.199 Uiso 1 1 calc R U . . .
H11B H -0.380127 -0.072701 0.413299 0.199 Uiso 1 1 calc R U . . .
C12 C -0.3988(15) -0.0496(7) 0.2705(10) 0.147(5) Uani 1 1 d D U . . .
H12A H -0.328111 -0.084340 0.256721 0.177 Uiso 1 1 calc R U . . .
H12B H -0.472792 -0.082387 0.259577 0.177 Uiso 1 1 calc R U . . .
C13 C -0.4001(16) 0.0222(9) 0.2036(9) 0.168(5) Uani 1 1 d D U . . .
H13A H -0.380216 0.002672 0.140003 0.202 Uiso 1 1 calc R U . . .
H13B H -0.482970 0.045024 0.200808 0.202 Uiso 1 1 calc R U . . .
C14 C -0.3169(13) 0.0858(8) 0.2294(6) 0.178(5) Uani 1 1 d D U . . .
H14A H -0.344964 0.135623 0.196894 0.213 Uiso 1 1 calc R U . . .
H14B H -0.237855 0.071383 0.202163 0.213 Uiso 1 1 calc DR U . . .
C15 C 0.0000(13) 0.3750(10) 0.5474(12) 0.247(9) Uani 1 1 d D U . . .
H15A H 0.023987 0.420122 0.588390 0.371 Uiso 1 1 calc R U . . .
H15B H -0.070439 0.347395 0.573706 0.371 Uiso 1 1 calc R U . . .
H15C H -0.020841 0.395867 0.484878 0.371 Uiso 1 1 calc DR U . . .
C16 C -0.3895(12) 0.1693(8) 0.3623(11) 0.176(6) Uani 1 1 d D U . . .
H16A H -0.380527 0.219612 0.326401 0.264 Uiso 1 1 calc R U . . .
H16B H -0.381609 0.181101 0.429457 0.264 Uiso 1 1 calc R U . . .
H16C H -0.469353 0.145655 0.349097 0.264 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Br1 2.5115(19) . ?
Mn1 Br2 2.493(2) . ?
Mn1 Br3 2.5004(19) . ?
Mn1 Br4 2.499(2) . ?
N1 C1 1.485(10) . ?
N1 C5 1.496(10) . ?
N1 C6 1.480(10) . ?
N1 C15 1.501(10) . ?
N2 C9 1.500(9) . ?
N2 C10 1.455(10) . ?
N2 C14 1.532(9) . ?
N2 C16 1.487(10) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.519(12) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.492(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.492(13) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.501(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.459(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.559(12) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.416(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.469(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.502(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.488(11) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.408(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
Br2 Mn1 Br1 114.19(8) . . ?
Br2 Mn1 Br3 108.72(8) . . ?
Br2 Mn1 Br4 108.61(9) . . ?
Br3 Mn1 Br1 109.20(8) . . ?
Br4 Mn1 Br1 106.82(8) . . ?
Br4 Mn1 Br3 109.21(8) . . ?
C1 N1 C5 109.9(7) . . ?
C1 N1 C15 108.7(8) . . ?
C5 N1 C15 107.7(8) . . ?
C6 N1 C1 111.7(8) . . ?
C6 N1 C5 108.8(8) . . ?
C6 N1 C15 110.0(8) . . ?
C9 N2 C14 106.5(7) . . ?
C10 N2 C9 111.9(7) . . ?
C10 N2 C14 110.0(7) . . ?
C10 N2 C16 111.4(8) . . ?
C16 N2 C9 109.5(7) . . ?
C16 N2 C14 107.3(7) . . ?
N1 C1 H1A 108.1 . . ?
N1 C1 H1B 108.1 . . ?
N1 C1 C2 116.9(10) . . ?
H1A C1 H1B 107.3 . . ?
C2 C1 H1A 108.1 . . ?
C2 C1 H1B 108.1 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 C1 111.3(11) . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C2 C3 C4 112.4(12) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C3 C4 C5 112.2(12) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
N1 C5 C4 111.5(10) . . ?
N1 C5 H5A 109.3 . . ?
N1 C5 H5B 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
N1 C6 H6A 108.7 . . ?
N1 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 N1 114.1(8) . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
C6 C7 H7A 110.1 . . ?
C6 C7 H7B 110.1 . . ?
C6 C7 C8 108.2(9) . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.1 . . ?
C8 C7 H7B 110.1 . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 C7 108.6(9) . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
N2 C9 H9A 108.0 . . ?
N2 C9 H9B 108.0 . . ?
C8 C9 N2 117.0(9) . . ?
C8 C9 H9A 108.0 . . ?
C8 C9 H9B 108.0 . . ?
H9A C9 H9B 107.3 . . ?
N2 C10 H10A 108.3 . . ?
N2 C10 H10B 108.3 . . ?
N2 C10 C11 116.0(9) . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C10 C11 C12 112.9(11) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 C11 112.8(10) . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C12 114.0(11) . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
N2 C14 H14A 106.8 . . ?
N2 C14 H14B 106.8 . . ?
C13 C14 N2 122.0(9) . . ?
C13 C14 H14A 106.8 . . ?
C13 C14 H14B 106.8 . . ?
H14A C14 H14B 106.7 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1B Br4 0.97 2.97 3.846(12) 150.2 3_566 yes
C5 H5B Br1 0.97 2.97 3.713(11) 134.2 . yes
C8 H8B Br3 0.97 2.81 3.758(18) 165.7 2_546 yes
C14 H14A Br3 0.97 3.02 3.886(12) 149.4 3_566 yes
C16 H16A Br3 0.96 3.08 3.948(14) 152.0 3_566 yes
C16 H16B Br3 0.96 3.13 4.065(15) 165.4 2_546 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -47(2) . . . . ?
N1 C6 C7 C8 -151.0(13) . . . . ?
N2 C10 C11 C12 53.2(19) . . . . ?
C1 N1 C5 C4 -53.7(14) . . . . ?
C1 N1 C6 C7 -63.2(15) . . . . ?
C1 C2 C3 C4 48(2) . . . . ?
C2 C3 C4 C5 -55(2) . . . . ?
C3 C4 C5 N1 58.1(19) . . . . ?
C5 N1 C1 C2 49.5(15) . . . . ?
C5 N1 C6 C7 175.3(13) . . . . ?
C6 N1 C1 C2 -71.4(15) . . . . ?
C6 N1 C5 C4 68.9(14) . . . . ?
C6 C7 C8 C9 -173.5(15) . . . . ?
C7 C8 C9 N2 -159.0(13) . . . . ?
C9 N2 C10 C11 -161.3(13) . . . . ?
C9 N2 C14 C13 157.9(15) . . . . ?
C10 N2 C9 C8 -43.0(17) . . . . ?
C10 N2 C14 C13 36.5(17) . . . . ?
C10 C11 C12 C13 -51(2) . . . . ?
C11 C12 C13 C14 42(2) . . . . ?
C12 C13 C14 N2 -37(2) . . . . ?
C14 N2 C9 C8 -163.2(14) . . . . ?
C14 N2 C10 C11 -43.1(15) . . . . ?
C15 N1 C1 C2 167.1(13) . . . . ?
C15 N1 C5 C4 -171.9(12) . . . . ?
C15 N1 C6 C7 57.6(15) . . . . ?
C16 N2 C9 C8 81.1(16) . . . . ?
C16 N2 C10 C11 75.8(15) . . . . ?
C16 N2 C14 C13 -84.9(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
