# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

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

data_03869
_database_code_depnum_ccdc_archive 'CCDC 2434792'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles Hernaez'
;Laboratorio DRX Monocristal, UAM
Spain
;
_audit_update_record             
;
2025-03-27 deposited with the CCDC.	2025-06-25 downloaded from the CCDC.
;
_audit_creation_date             2023-07-18
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        (DPA)2MnBr4
_chemical_formula_moiety         'Br4 Mn, 2(C6 H16 N)'
_chemical_formula_sum            'C12 H32 Br4 Mn N2'
_chemical_formula_weight         578.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         (C16H16N)2MnBr4
_chemical_oxdiff_usercomment     'Douhal (1) 296K'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.3187(2)
_cell_length_b                   13.9925(2)
_cell_length_c                   14.1168(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.7259(18)
_cell_angle_gamma                90
_cell_volume                     2317.77(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15482
_cell_measurement_temperature    296.00(14)
_cell_measurement_theta_max      73.3030
_cell_measurement_theta_min      4.1490
_shelx_estimated_absorpt_T_max   0.600
_shelx_estimated_absorpt_T_min   0.383
_exptl_absorpt_coefficient_mu    12.641
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1132
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0314
-1 1 -1 0.0328
-1 1 1 0.0332
-1 0 1 0.0428
0 0 -1 0.0264
0 0 1 0.0188
0 -1 -1 0.0349
1 -1 1 0.0274
1 -1 -1 0.0223
1 0 -1 0.0151
0 1 0 0.0421
-1 -1 1 0.0400
1 1 -1 0.0307
0 1 -1 0.0320
0 -1 1 0.0126
-1 -1 0 0.0487
1 1 0 0.0413

_exptl_crystal_recrystallization_method obtained
_exptl_crystal_size_max          0.094
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.045
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0005 0.9995 -0.0005 -0.0019 0.0962 0.1418
-1.0003 1.0000 -1.0014 0.0303 0.1997 0.1044
-1.0007 0.9989 1.0004 -0.0341 -0.0073 0.1792
-1.0007 -0.0022 1.0008 -0.1075 -0.0142 0.0973
0.0002 0.0005 -1.0009 0.0322 0.1035 -0.0374
-0.0002 -0.0005 1.0009 -0.0322 -0.1035 0.0374
0.0003 -1.0005 -1.0005 -0.0413 0.0967 -0.1193
1.0003 -1.0000 1.0014 -0.0303 -0.1997 -0.1044
1.0007 -0.9989 -1.0004 0.0341 0.0073 -0.1792
1.0007 0.0022 -1.0008 0.1075 0.0142 -0.0973
-0.0000 1.0011 -0.0004 0.0735 0.0069 0.0819
-1.0006 -1.0032 1.0011 -0.1810 -0.0210 0.0154
1.0006 1.0032 -1.0011 0.1810 0.0210 -0.0154
0.0002 1.0016 -1.0013 0.1056 0.1104 0.0445
-0.0002 -1.0016 1.0013 -0.1056 -0.1104 -0.0445
-1.0004 -1.0027 0.0002 -0.1488 0.0825 -0.0219
1.0004 1.0027 -0.0002 0.1488 -0.0825 0.0219

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41567
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.179
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.00(14)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  68.00   0.50    1.63    --   46.14 -56.00 113.00  200
  2  ω     23.00 125.00   0.50    1.63    --   46.14  56.00-103.00  204
  3  ω    -61.00  31.00   0.50    1.63    --  -47.39  56.00-103.00  184
  4  ω    -61.00 -10.00   0.50    9.94    --  -88.28  56.00-103.00  102
  5  ω   -167.00 -64.00   0.50    9.94    --  -88.28 -56.00 113.00  206
  6  ω     28.00  68.00   0.50    9.94    --  106.21 -56.00 113.00   80
  7  ω     82.00 178.00   0.50    9.94    --  106.21  56.00-103.00  192
  8  ω   -126.00 -24.00   0.50    1.63    --  -47.39 -56.00 113.00  204
  9  ω   -123.00 -74.00   0.50    1.63    --  -47.39-125.00-150.00   98
 10  ω   -118.00 -16.00   0.50    1.63    --  -47.39 -77.00  30.00  204
 11  ω   -162.00 -84.00   0.50    9.94    --  -88.28 -95.00-150.00  156
 12  ω   -162.00 -84.00   0.50    9.94    --  -88.28 -95.00-120.00  156
 13  ω   -162.00 -84.00   0.50    9.94    --  -88.28 -95.00 -30.00  156
 14  ω    -32.00  -6.00   0.50    9.94    --  -88.28  30.00  90.00   52
 15  ω    -32.00  -6.00   0.50    9.94    --  -88.28  30.00 -30.00   52
 16  ω    -32.00  -6.00   0.50    9.94    --  -88.28  30.00   0.00   52
 17  ω    -47.00  -7.00   0.50    9.94    --  -88.28  45.00  60.00   80
 18  ω   -159.00 -57.00   0.50    9.94    --  -88.28 -77.00   0.00  204
 19  ω   -169.00 -68.00   0.50    9.94    --  -88.28 -45.00  60.00  202
 20  ω   -169.00 -68.00   0.50    9.94    --  -88.28 -45.00  30.00  202
 21  ω    -68.00 -11.00   0.50    9.94    --  -88.28  61.00-150.00  114
 22  ω     80.00 178.00   0.50    9.94    --  106.21 125.00 -90.00  196
 23  ω     25.00  54.00   0.50    9.94    --  106.21 -45.00  30.00   58
 24  ω     25.00  54.00   0.50    9.94    --  106.21 -45.00-120.00   58
 25  ω     81.00 178.00   0.50    9.94    --  106.21  61.00 -30.00  194
 26  ω     25.00  54.00   0.50    9.94    --  106.21 -45.00 -30.00   58
 27  ω     33.00 105.00   0.50    9.94    --  106.21 -95.00-150.00  144
 28  ω     25.00  54.00   0.50    9.94    --  106.21 -45.00  60.00   58
 29  ω     29.00  75.00   0.50    9.94    --  106.21 -61.00 150.00   92
 30  ω     81.00 178.00   0.50    9.94    --  106.21  61.00   0.00  194
 31  ω     29.00  75.00   0.50    9.94    --  106.21 -61.00 -30.00   92
 32  ω     37.00 178.00   0.50    9.94    --  106.21  15.00  30.00  282
 33  ω     29.00 178.00   0.50    9.94    --  106.21   0.00 -90.00  298
 34  ω     33.00 105.00   0.50    9.94    --  106.21 -95.00 120.00  144
 35  ω     75.00 177.00   0.50    9.94    --  106.21  77.00  30.00  204
 36  ω     29.00  75.00   0.50    9.94    --  106.21 -61.00   0.00   92
 37  ω     29.00  75.00   0.50    9.94    --  106.21 -61.00 -60.00   92
 38  ω   -118.00 -16.00   0.50    1.63    --  -47.39 -77.00-180.00  204
 39  ω   -118.00 -16.00   0.50    1.63    --  -47.39 -77.00 -90.00  204
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0751845000
_diffrn_orient_matrix_UB_12      0.0733678000
_diffrn_orient_matrix_UB_13      -0.0321007000
_diffrn_orient_matrix_UB_21      -0.0893144000
_diffrn_orient_matrix_UB_22      0.0068119000
_diffrn_orient_matrix_UB_23      -0.1034409000
_diffrn_orient_matrix_UB_31      -0.0600521000
_diffrn_orient_matrix_UB_32      0.0818091000
_diffrn_orient_matrix_UB_33      0.0373795000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3522
_reflns_number_total             4239
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
'olex2.solve 1.5-ac5-024 (Bourhis et al., 2015)'
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         4239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.070
_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)+(0.0416P)²+2.2211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1026
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), N1(H1D,H1E), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), N2(H2C,H2D)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 -0.00736(6) 0.30104(5) 0.59498(4) 0.1048(2) Uani 1 1 d . . . . .
Br2 Br 0.02787(5) 0.11033(4) 0.81399(5) 0.0983(2) Uani 1 1 d . . . . .
Br3 Br 0.27026(4) 0.31964(3) 0.83252(4) 0.08011(16) Uani 1 1 d . . . . .
Br4 Br -0.02819(7) 0.38892(6) 0.87222(6) 0.1316(3) Uani 1 1 d . . . . .
Mn1 Mn 0.06045(6) 0.28164(5) 0.77891(5) 0.0722(2) Uani 1 1 d . . . . .
C1 C 0.0767(7) 0.6468(5) 0.8049(6) 0.141(3) Uani 1 1 d . . . . .
H1A H 0.060899 0.702202 0.762829 0.211 Uiso 1 1 calc R U . . .
H1B H 0.101953 0.666503 0.873314 0.211 Uiso 1 1 calc R U . . .
H1C H 0.008826 0.609034 0.792933 0.211 Uiso 1 1 calc R U . . .
C2 C 0.1696(5) 0.5876(4) 0.7823(4) 0.1059(17) Uani 1 1 d . . . . .
H2A H 0.239656 0.624307 0.798487 0.127 Uiso 1 1 calc R U . . .
H2B H 0.183732 0.530476 0.823162 0.127 Uiso 1 1 calc R U . . .
C3 C 0.1352(4) 0.5602(4) 0.6755(4) 0.0918(14) Uani 1 1 d . . . . .
H3A H 0.124805 0.617516 0.635155 0.110 Uiso 1 1 calc R U . . .
H3B H 0.062688 0.526928 0.658796 0.110 Uiso 1 1 calc R U . . .
C4 C 0.1965(5) 0.4730(4) 0.5444(4) 0.0935(14) Uani 1 1 d . . . . .
H4A H 0.199488 0.530770 0.507309 0.112 Uiso 1 1 calc R U . . .
H4B H 0.119917 0.447320 0.519722 0.112 Uiso 1 1 calc R U . . .
C5 C 0.2784(6) 0.4022(5) 0.5271(5) 0.121(2) Uani 1 1 d . . . . .
H5A H 0.276850 0.344956 0.565545 0.146 Uiso 1 1 calc R U . . .
H5B H 0.354772 0.428468 0.550194 0.146 Uiso 1 1 calc R U . . .
C6 C 0.2504(8) 0.3756(7) 0.4177(6) 0.167(3) Uani 1 1 d . . . . .
H6A H 0.252703 0.431975 0.379531 0.250 Uiso 1 1 calc R U . . .
H6B H 0.175655 0.347966 0.395075 0.250 Uiso 1 1 calc R U . . .
H6C H 0.305367 0.330282 0.409523 0.250 Uiso 1 1 calc R U . . .
N1 N 0.2216(3) 0.4972(3) 0.6514(3) 0.0839(10) Uani 1 1 d . . . . .
H1D H 0.289080 0.526151 0.671764 0.101 Uiso 1 1 calc R U . . .
H1E H 0.227137 0.443159 0.685708 0.101 Uiso 1 1 calc R U . . .
C7 C 0.1182(9) 1.1165(6) 0.4293(8) 0.184(4) Uani 1 1 d . . . . .
H7A H 0.095210 1.127404 0.358830 0.276 Uiso 1 1 calc R U . . .
H7B H 0.189750 1.147668 0.459801 0.276 Uiso 1 1 calc R U . . .
H7C H 0.061534 1.141778 0.456399 0.276 Uiso 1 1 calc R U . . .
C8 C 0.1306(7) 1.0132(5) 0.4490(5) 0.135(2) Uani 1 1 d . . . . .
H8A H 0.057353 0.982675 0.419818 0.162 Uiso 1 1 calc R U . . .
H8B H 0.152577 1.002884 0.520275 0.162 Uiso 1 1 calc R U . . .
C9 C 0.2165(5) 0.9670(4) 0.4089(5) 0.1052(17) Uani 1 1 d . . . . .
H9A H 0.195471 0.979270 0.337962 0.126 Uiso 1 1 calc R U . . .
H9B H 0.289901 0.996847 0.439360 0.126 Uiso 1 1 calc R U . . .
C10 C 0.2986(5) 0.8098(5) 0.3760(5) 0.1106(19) Uani 1 1 d . . . . .
H10A H 0.372178 0.840908 0.390329 0.133 Uiso 1 1 calc R U . . .
H10B H 0.262454 0.813127 0.304666 0.133 Uiso 1 1 calc R U . . .
C11 C 0.3176(7) 0.7086(5) 0.4044(6) 0.137(2) Uani 1 1 d . . . . .
H11A H 0.353094 0.705786 0.475825 0.165 Uiso 1 1 calc R U . . .
H11B H 0.243673 0.678032 0.390183 0.165 Uiso 1 1 calc R U . . .
C12 C 0.3852(9) 0.6530(7) 0.3588(8) 0.190(4) Uani 1 1 d . . . . .
H12A H 0.346222 0.646965 0.288991 0.284 Uiso 1 1 calc R U . . .
H12B H 0.397500 0.590701 0.388670 0.284 Uiso 1 1 calc R U . . .
H12C H 0.457207 0.683994 0.368226 0.284 Uiso 1 1 calc R U . . .
N2 N 0.2287(4) 0.8639(3) 0.4250(3) 0.1047(14) Uani 1 1 d . . . . .
H2C H 0.159174 0.838542 0.406057 0.126 Uiso 1 1 calc R U . . .
H2D H 0.257496 0.854120 0.490150 0.126 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 2.4886(8) . ?
Br2 Mn1 2.5046(9) . ?
Br3 Mn1 2.5189(8) . ?
Br4 Mn1 2.4609(9) . ?
C1 C2 1.523(8) . ?
C2 C3 1.487(8) . ?
C3 N1 1.499(6) . ?
C4 C5 1.486(8) . ?
C4 N1 1.485(6) . ?
C5 C6 1.523(9) . ?
C7 C8 1.470(10) . ?
C8 C9 1.491(9) . ?
C9 N2 1.461(7) . ?
C10 C11 1.471(9) . ?
C10 N2 1.468(7) . ?
C11 C12 1.427(10) . ?

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 Mn1 Br2 106.72(3) . . ?
Br1 Mn1 Br3 106.15(3) . . ?
Br2 Mn1 Br3 110.74(3) . . ?
Br4 Mn1 Br1 115.42(4) . . ?
Br4 Mn1 Br2 110.74(4) . . ?
Br4 Mn1 Br3 107.00(3) . . ?
C3 C2 C1 110.7(6) . . ?
C2 C3 N1 112.3(4) . . ?
N1 C4 C5 112.2(5) . . ?
C4 C5 C6 112.0(6) . . ?
C4 N1 C3 115.0(4) . . ?
C7 C8 C9 113.6(7) . . ?
N2 C9 C8 114.9(5) . . ?
N2 C10 C11 115.8(5) . . ?
C12 C11 C10 117.9(7) . . ?
C9 N2 C10 118.9(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
C2 H2B Br3 0.97 3.13 3.945(5) 143.1 . yes
C3 H3A Br3 0.97 3.09 3.825(5) 134.2 2_556 yes
C4 H4B Br1 0.97 2.96 3.701(5) 133.6 . yes
N1 H1D Br2 0.89 2.50 3.369(4) 166.4 2_556 yes
N1 H1E Br3 0.89 2.63 3.484(4) 162.4 . yes
C9 H9B Br4 0.97 3.13 3.901(5) 138.0 4_675 yes
C11 H11B Br1 0.97 3.00 3.827(8) 144.4 3_566 yes
N2 H2C Br1 0.89 2.70 3.518(5) 153.1 3_566 yes
N2 H2D Br3 0.89 2.67 3.475(5) 150.7 2_556 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
C1 C2 C3 N1 -176.9(5) . . . . ?
C2 C3 N1 C4 -175.7(4) . . . . ?
C5 C4 N1 C3 -173.7(5) . . . . ?
N1 C4 C5 C6 178.5(5) . . . . ?
C7 C8 C9 N2 -178.5(7) . . . . ?
C8 C9 N2 C10 171.3(6) . . . . ?
C11 C10 N2 C9 173.4(6) . . . . ?
N2 C10 C11 C12 -179.9(8) . . . . ?

_olex2_exptl_crystal_mounting_method 'placed on a MiTeGen micromount'
_olex2_submission_original_sample_id 'Douhal 1'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.438
_oxdiff_exptl_absorpt_empirical_full_min 0.762
