# Supplementary Information (SI) for ChemComm.
# 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_kd109-nmr
_database_code_depnum_ccdc_archive 'CCDC 2394890'
loop_
_audit_author_name
_audit_author_address
'Katharina L. Deuter'
;University Konstanz
Germany
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_kd109-nmr           
;
PROBLEM: Check Calcd Resid. Dens.  0.94Ang From Bi1             2.56 eA-3
RESPONSE: There is residual eletron density in the proximity of the Bismuth atom, due to problems with the absoption correction.
;
_vrf_PLAT972_kd109-nmr           
;
PROBLEM: Check Calcd Resid. Dens.  0.79Ang From Bi1            -2.57 eA-3
RESPONSE: There is residual eletron density in the proximity of the Bismuth atom, due to problems with the absoption correction.
;
# Added during the CSD deposition process: Wednesday 30 October 2024 01:42 PM
# end Validation Reply Form

_audit_creation_date             2024-10-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 Bi Br2 N2, 0.25[CH2Cl2]'
_chemical_formula_sum            'C26.25 H27.50 Bi Br2 Cl0.50 N2'
_chemical_formula_weight         757.53
_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'
Bi Bi -4.1077 10.2566 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.2163(6)
_cell_length_b                   8.2052(2)
_cell_length_c                   28.5094(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.531(4)
_cell_angle_gamma                90
_cell_volume                     3071.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19636
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.921
_shelx_estimated_absorpt_T_min   0.102
_exptl_absorpt_coefficient_mu    8.399
_exptl_absorpt_correction_T_max  0.8745
_exptl_absorpt_correction_T_min  0.1768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1442
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 4 0.1020
1 0 -4 0.0380
0 -1 0 0.2770
1 8 -2 0.2780
1 0 1 0.0270
-5 0 -6 0.0280

_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            13046
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.500
_diffrn_reflns_theta_min         2.510
_diffrn_ambient_temperature      100
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
 138 frames, detector distance = 80 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'Sealed Mo X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4915
_reflns_number_total             6242
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection       
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction        
;
X-Area Integrate 1.74.2.0 (STOE, 2018)
X-Area LANA 1.75.3.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.86, Darmstadt 2018
;
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.165
_refine_diff_density_min         -2.436
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         6242
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0849P)²+12.4152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1319
_refine_ls_wR_factor_ref         0.1454
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C15(H15), C2(H2), C24(H24), C11(H11), C22(H22), C9(H9), C23(H23),
 C10(H10)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C19(H19A,H19B,H19C), C6(H6A,H6B,H6C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.39356(2) 1.02379(4) 0.64422(2) 0.03339(12) Uani 1 1 d . . . . .
Br2 Br 0.29060(7) 1.20819(10) 0.56555(3) 0.0405(2) Uani 1 1 d . . . . .
Br1 Br 0.49577(7) 0.80196(10) 0.70497(3) 0.0421(2) Uani 1 1 d . . . . .
N1 N 0.5626(5) 1.0785(8) 0.6185(2) 0.0355(15) Uani 1 1 d . . . . .
N2 N 0.2534(5) 0.8259(8) 0.6359(2) 0.0325(14) Uani 1 1 d . . . . .
C4 C 0.4155(6) 0.8625(9) 0.5848(3) 0.0321(17) Uani 1 1 d . . . . .
C5 C 0.5821(7) 0.9958(10) 0.5814(3) 0.0386(19) Uani 1 1 d . . . . .
C27 C 0.2572(8) 0.5197(10) 0.6878(3) 0.042(2) Uani 1 1 d . . . . .
H27A H 0.234266 0.459537 0.659700 0.062 Uiso 1 1 calc R U . . .
H27B H 0.261885 0.448007 0.714550 0.062 Uiso 1 1 calc R U . . .
H27C H 0.322993 0.565744 0.684858 0.062 Uiso 1 1 calc R U . . .
C1 C 0.4340(7) 0.6738(10) 0.5071(3) 0.0387(19) Uani 1 1 d . . . . .
H1 H 0.440026 0.610296 0.480560 0.046 Uiso 1 1 calc R U . . .
C21 C 0.1829(7) 0.6542(11) 0.6944(3) 0.0400(19) Uani 1 1 d . . . . .
C3 C 0.5014(7) 0.8773(10) 0.5622(3) 0.0359(18) Uani 1 1 d . . . . .
C15 C 0.3493(7) 0.6575(10) 0.5304(3) 0.0365(18) Uani 1 1 d . . . . .
H15 H 0.299587 0.581976 0.519536 0.044 Uiso 1 1 calc R U . . .
C2 C 0.5100(7) 0.7819(10) 0.5223(3) 0.042(2) Uani 1 1 d . . . . .
H2 H 0.566958 0.791459 0.506063 0.050 Uiso 1 1 calc R U . . .
C7 C 0.6365(7) 1.1766(10) 0.6458(3) 0.0380(19) Uani 1 1 d . . . . .
C12 C 0.6117(7) 1.3425(11) 0.6517(3) 0.041(2) Uani 1 1 d . . . . .
C16 C 0.3361(7) 0.7516(9) 0.5698(3) 0.0359(18) Uani 1 1 d . . . . .
C19 C 0.1650(7) 0.6265(11) 0.5813(3) 0.0399(19) Uani 1 1 d . . . . .
H19A H 0.117884 0.619468 0.604497 0.060 Uiso 1 1 calc R U . . .
H19B H 0.191714 0.520182 0.575973 0.060 Uiso 1 1 calc R U . . .
H19C H 0.130499 0.668032 0.552299 0.060 Uiso 1 1 calc R U . . .
C6 C 0.6760(7) 1.0096(11) 0.5579(3) 0.043(2) Uani 1 1 d . . . . .
H6A H 0.658513 1.039819 0.525448 0.064 Uiso 1 1 calc R U . . .
H6B H 0.710862 0.906770 0.559450 0.064 Uiso 1 1 calc R U . . .
H6C H 0.719649 1.091358 0.573514 0.064 Uiso 1 1 calc R U . . .
C20 C 0.1810(7) 0.8023(11) 0.6698(3) 0.0405(19) Uani 1 1 d . . . . .
C13 C 0.5190(7) 1.4205(11) 0.6254(3) 0.044(2) Uani 1 1 d . . . . .
H13A H 0.498286 1.359195 0.597228 0.065 Uiso 1 1 calc R U . . .
H13B H 0.534961 1.530108 0.617015 0.065 Uiso 1 1 calc R U . . .
H13C H 0.464737 1.421883 0.645052 0.065 Uiso 1 1 calc R U . . .
C25 C 0.1138(7) 0.9318(11) 0.6792(3) 0.043(2) Uani 1 1 d . . . . .
C18 C 0.2499(6) 0.7379(10) 0.5985(3) 0.0338(17) Uani 1 1 d . . . . .
C14 C 0.7513(8) 0.9306(11) 0.6669(4) 0.051(2) Uani 1 1 d . . . . .
H14A H 0.690345 0.867557 0.659510 0.076 Uiso 1 1 calc R U . . .
H14B H 0.786339 0.894181 0.696357 0.076 Uiso 1 1 calc R U . . .
H14C H 0.794626 0.917041 0.642334 0.076 Uiso 1 1 calc R U . . .
C24 C 0.0480(7) 0.9034(12) 0.7119(3) 0.047(2) Uani 1 1 d . . . . .
H24 H 0.003228 0.985906 0.718244 0.057 Uiso 1 1 calc R U . . .
C11 C 0.6774(8) 1.4370(12) 0.6818(4) 0.053(2) Uani 1 1 d . . . . .
H11 H 0.663706 1.547411 0.684929 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7237(7) 1.1085(11) 0.6707(3) 0.046(2) Uani 1 1 d . . . . .
C22 C 0.1117(8) 0.6379(13) 0.7272(3) 0.053(3) Uani 1 1 d . . . . .
H22 H 0.110008 0.540354 0.743713 0.063 Uiso 1 1 calc R U . . .
C9 C 0.7863(8) 1.2055(12) 0.7013(4) 0.057(3) Uani 1 1 d . . . . .
H9 H 0.844320 1.160703 0.717848 0.068 Uiso 1 1 calc R U . . .
C26 C 0.1159(8) 1.0918(12) 0.6548(4) 0.054(2) Uani 1 1 d . . . . .
H26A H 0.175057 1.151841 0.667606 0.080 Uiso 1 1 calc R U . . .
H26B H 0.055734 1.152416 0.659453 0.080 Uiso 1 1 calc R U . . .
H26C H 0.118341 1.074462 0.621658 0.080 Uiso 1 1 calc R U . . .
C23 C 0.0449(7) 0.7578(13) 0.7360(3) 0.048(2) Uani 1 1 d . . . . .
H23 H -0.001606 0.741843 0.757680 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7635(8) 1.3706(14) 0.7076(4) 0.061(3) Uani 1 1 d . . . . .
H10 H 0.805182 1.434561 0.728658 0.073 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
Bi1 Br2 2.9117(9) . ?
Bi1 Br1 2.7576(9) . ?
Bi1 N1 2.470(7) . ?
Bi1 N2 2.454(7) . ?
Bi1 C4 2.195(7) . ?
N1 C5 1.307(11) . ?
N1 C7 1.426(11) . ?
N2 C20 1.450(10) . ?
N2 C18 1.283(10) . ?
C4 C3 1.374(11) . ?
C4 C16 1.417(12) . ?
C5 C3 1.500(13) . ?
C5 C6 1.481(13) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C27 C21 1.504(12) . ?
C1 H1 0.9300 . ?
C1 C15 1.370(12) . ?
C1 C2 1.373(13) . ?
C21 C20 1.402(12) . ?
C21 C22 1.406(12) . ?
C3 C2 1.396(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.392(10) . ?
C2 H2 0.9300 . ?
C7 C12 1.415(11) . ?
C7 C8 1.400(13) . ?
C12 C13 1.505(12) . ?
C12 C11 1.387(14) . ?
C16 C18 1.481(12) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 C18 1.487(12) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C20 C25 1.429(12) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C25 C24 1.366(12) . ?
C25 C26 1.487(13) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C8 1.511(13) . ?
C24 H24 0.9300 . ?
C24 C23 1.381(14) . ?
C11 H11 0.9300 . ?
C11 C10 1.393(14) . ?
C8 C9 1.382(13) . ?
C22 H22 0.9300 . ?
C22 C23 1.364(14) . ?
C9 H9 0.9300 . ?
C9 C10 1.404(14) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C23 H23 0.9300 . ?
C10 H10 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 Bi1 Br2 168.35(3) . . ?
N1 Bi1 Br2 92.08(15) . . ?
N1 Bi1 Br1 84.91(15) . . ?
N2 Bi1 Br2 89.28(15) . . ?
N2 Bi1 Br1 86.26(16) . . ?
N2 Bi1 N1 142.2(2) . . ?
C4 Bi1 Br2 79.0(2) . . ?
C4 Bi1 Br1 89.3(2) . . ?
C4 Bi1 N1 71.2(3) . . ?
C4 Bi1 N2 72.0(3) . . ?
C5 N1 Bi1 114.4(6) . . ?
C5 N1 C7 123.3(8) . . ?
C7 N1 Bi1 121.8(5) . . ?
C20 N2 Bi1 124.9(5) . . ?
C18 N2 Bi1 114.1(5) . . ?
C18 N2 C20 120.9(7) . . ?
C3 C4 Bi1 119.8(6) . . ?
C3 C4 C16 122.6(7) . . ?
C16 C4 Bi1 117.4(5) . . ?
N1 C5 C3 115.8(8) . . ?
N1 C5 C6 125.4(9) . . ?
C6 C5 C3 118.8(8) . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C27 H27A 109.5 . . ?
C21 C27 H27B 109.5 . . ?
C21 C27 H27C 109.5 . . ?
C15 C1 H1 119.3 . . ?
C15 C1 C2 121.3(8) . . ?
C2 C1 H1 119.3 . . ?
C20 C21 C27 123.2(8) . . ?
C20 C21 C22 116.1(8) . . ?
C22 C21 C27 120.7(8) . . ?
C4 C3 C5 118.5(7) . . ?
C4 C3 C2 118.8(8) . . ?
C2 C3 C5 122.8(8) . . ?
C1 C15 H15 119.3 . . ?
C1 C15 C16 121.4(8) . . ?
C16 C15 H15 119.3 . . ?
C1 C2 C3 119.6(8) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C12 C7 N1 117.0(8) . . ?
C8 C7 N1 121.7(8) . . ?
C8 C7 C12 120.8(8) . . ?
C7 C12 C13 122.4(8) . . ?
C11 C12 C7 118.3(9) . . ?
C11 C12 C13 119.2(8) . . ?
C4 C16 C18 118.2(7) . . ?
C15 C16 C4 116.2(8) . . ?
C15 C16 C18 125.4(8) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C21 C20 N2 118.4(7) . . ?
C21 C20 C25 121.9(8) . . ?
C25 C20 N2 119.7(8) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C20 C25 C26 121.7(8) . . ?
C24 C25 C20 117.2(9) . . ?
C24 C25 C26 121.1(9) . . ?
N2 C18 C16 117.3(7) . . ?
N2 C18 C19 125.1(7) . . ?
C16 C18 C19 117.6(7) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
C25 C24 H24 118.5 . . ?
C25 C24 C23 122.9(9) . . ?
C23 C24 H24 118.5 . . ?
C12 C11 H11 119.2 . . ?
C12 C11 C10 121.6(9) . . ?
C10 C11 H11 119.2 . . ?
C7 C8 C14 122.7(8) . . ?
C9 C8 C7 119.3(9) . . ?
C9 C8 C14 118.0(8) . . ?
C21 C22 H22 118.3 . . ?
C23 C22 C21 123.3(9) . . ?
C23 C22 H22 118.3 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.0(9) . . ?
C10 C9 H9 119.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C23 H23 120.8 . . ?
C22 C23 C24 118.5(8) . . ?
C22 C23 H23 120.8 . . ?
C11 C10 C9 119.0(10) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?

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
Bi1 N1 C5 C3 -2.6(9) . . . . ?
Bi1 N1 C5 C6 177.8(6) . . . . ?
Bi1 N1 C7 C12 -64.2(9) . . . . ?
Bi1 N1 C7 C8 107.7(8) . . . . ?
Bi1 N2 C20 C21 -113.1(8) . . . . ?
Bi1 N2 C20 C25 63.7(10) . . . . ?
Bi1 N2 C18 C16 7.8(9) . . . . ?
Bi1 N2 C18 C19 -170.6(6) . . . . ?
Bi1 C4 C3 C5 4.8(10) . . . . ?
Bi1 C4 C3 C2 -175.2(6) . . . . ?
Bi1 C4 C16 C15 176.3(6) . . . . ?
Bi1 C4 C16 C18 -7.2(9) . . . . ?
N1 C5 C3 C4 -1.1(11) . . . . ?
N1 C5 C3 C2 178.9(8) . . . . ?
N1 C7 C12 C13 -8.4(12) . . . . ?
N1 C7 C12 C11 173.7(8) . . . . ?
N1 C7 C8 C14 6.1(14) . . . . ?
N1 C7 C8 C9 -171.9(9) . . . . ?
N2 C20 C25 C24 -179.3(8) . . . . ?
N2 C20 C25 C26 0.0(13) . . . . ?
C4 C3 C2 C1 -1.2(12) . . . . ?
C4 C16 C18 N2 -1.1(11) . . . . ?
C4 C16 C18 C19 177.4(7) . . . . ?
C5 N1 C7 C12 124.0(9) . . . . ?
C5 N1 C7 C8 -64.1(11) . . . . ?
C5 C3 C2 C1 178.8(7) . . . . ?
C27 C21 C20 N2 0.9(13) . . . . ?
C27 C21 C20 C25 -175.8(9) . . . . ?
C27 C21 C22 C23 177.6(9) . . . . ?
C1 C15 C16 C4 -0.9(12) . . . . ?
C1 C15 C16 C18 -177.1(8) . . . . ?
C21 C20 C25 C24 -2.6(13) . . . . ?
C21 C20 C25 C26 176.7(9) . . . . ?
C21 C22 C23 C24 -0.7(15) . . . . ?
C3 C4 C16 C15 -0.3(12) . . . . ?
C3 C4 C16 C18 176.2(7) . . . . ?
C15 C1 C2 C3 0.1(13) . . . . ?
C15 C16 C18 N2 175.0(8) . . . . ?
C15 C16 C18 C19 -6.5(12) . . . . ?
C2 C1 C15 C16 1.0(12) . . . . ?
C7 N1 C5 C3 169.8(7) . . . . ?
C7 N1 C5 C6 -9.8(13) . . . . ?
C7 C12 C11 C10 -3.0(15) . . . . ?
C7 C8 C9 C10 0.1(16) . . . . ?
C12 C7 C8 C14 177.7(9) . . . . ?
C12 C7 C8 C9 -0.3(14) . . . . ?
C12 C11 C10 C9 2.8(17) . . . . ?
C16 C4 C3 C5 -178.7(7) . . . . ?
C16 C4 C3 C2 1.3(12) . . . . ?
C6 C5 C3 C4 178.6(7) . . . . ?
C6 C5 C3 C2 -1.4(12) . . . . ?
C20 N2 C18 C16 -170.3(7) . . . . ?
C20 N2 C18 C19 11.3(13) . . . . ?
C20 C21 C22 C23 -1.1(14) . . . . ?
C20 C25 C24 C23 0.6(14) . . . . ?
C13 C12 C11 C10 179.1(10) . . . . ?
C25 C24 C23 C22 1.0(15) . . . . ?
C18 N2 C20 C21 64.8(11) . . . . ?
C18 N2 C20 C25 -118.3(9) . . . . ?
C14 C8 C9 C10 -178.1(10) . . . . ?
C8 C7 C12 C13 179.6(8) . . . . ?
C8 C7 C12 C11 1.7(13) . . . . ?
C8 C9 C10 C11 -1.3(18) . . . . ?
C22 C21 C20 N2 179.6(8) . . . . ?
C22 C21 C20 C25 2.8(13) . . . . ?
C26 C25 C24 C23 -178.7(9) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 42 electrons were 
found in a volume of 800Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.25[CH2Cl2] per formula unit 
which account for 42 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.940 0.500 400.1 21.3 '0.5 CH2Cl2'
2 0.500 -0.720 0.000 400.1 21.3 '0.5 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CD2Cl2'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_kd102
_database_code_depnum_ccdc_archive 'CCDC 2412557'
loop_
_audit_author_name
_audit_author_address
'Katharina L. Deuter'
;University Konstanz
Germany
;
_audit_update_record             
;
2024-12-23 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_audit_creation_date             2024-12-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 Br N2'
_chemical_formula_sum            'C26 H27 Br N2'
_chemical_formula_weight         447.40
_chemical_absolute_configuration ?
_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'
Br Br -0.2901 2.4595 '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'

_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      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_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z

_cell_length_a                   8.5116(9)
_cell_length_b                   10.8836(11)
_cell_length_c                   24.405(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2260.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    533
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.15
_cell_measurement_theta_min      3.14
_shelx_estimated_absorpt_T_max   0.657
_shelx_estimated_absorpt_T_min   0.461
_exptl_absorpt_coefficient_mu    1.832
_exptl_absorpt_correction_T_max  0.3886
_exptl_absorpt_correction_T_min  0.2819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.367
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9226
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.631
_diffrn_reflns_theta_min         2.534
_diffrn_ambient_temperature      100
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
 108 frames, detector distance = 80 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'Sealed Mo X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_reflns_d_resolution_high        0.767
_reflns_d_resolution_low         8.512
_reflns_Friedel_coverage         0.740
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.960
_reflns_limit_h_max              10
_reflns_limit_h_min              -11
_reflns_limit_k_max              12
_reflns_limit_k_min              -14
_reflns_limit_l_max              31
_reflns_limit_l_min              -27
_reflns_number_gt                4659
_reflns_number_total             5108
_reflns_special_details          'reflections have not been merged'
_reflns_threshold_expression     I>4u(I)
_computing_cell_refinement       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
;
_computing_data_collection       
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction        
;
X-Area Integrate 1.74.2.0 (STOE, 2018)
X-Area LANA 1.75.3.0 (STOE, 2018)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1834 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(6)
_refine_ls_extinction_coef       0.0022(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         5108
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.086
_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)+(0.0219P)²+1.5622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0640
_refine_ls_wR_factor_ref         0.0682
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C23(H23), C21(H21), C15(H15), C1(H1), C11(H11), C22(H22), C10(H10),
 C9(H9)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C26(H26A,H26B,H26C), C18(H18A,H18B,H18C), C25(H25A,H25B,
 H25C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.71777(4) 0.58184(3) 0.62470(2) 0.03231(10) Uani 1 1 d . . . . .
N2 N 0.3340(3) 0.4535(3) 0.69172(12) 0.0294(6) Uani 1 1 d . . . . .
N1 N 0.7305(3) 0.9186(3) 0.56519(10) 0.0320(6) Uani 1 1 d . . . . .
C16 C 0.3885(4) 0.6290(3) 0.63767(13) 0.0291(7) Uani 1 1 d . . . . .
C19 C 0.2951(4) 0.3269(3) 0.69935(13) 0.0290(7) Uani 1 1 d . . . . .
C17 C 0.3647(4) 0.4928(3) 0.64396(15) 0.0295(7) Uani 1 1 d . . . . .
C3 C 0.5490(4) 0.8107(3) 0.62073(15) 0.0301(7) Uani 1 1 d . . . . .
C4 C 0.5336(4) 0.6840(3) 0.62839(16) 0.0304(7) Uani 1 1 d . . . . .
C5 C 0.7040(4) 0.8743(3) 0.61237(13) 0.0306(7) Uani 1 1 d . . . . .
C7 C 0.8710(4) 0.9876(3) 0.55563(14) 0.0323(8) Uani 1 1 d . . . . .
C6 C 0.8047(4) 0.8887(4) 0.66302(14) 0.0363(8) Uani 1 1 d . . . . .
H6A H 0.903602 0.929125 0.653198 0.054 Uiso 1 1 calc R U . . .
H6B H 0.826937 0.807525 0.678580 0.054 Uiso 1 1 calc R U . . .
H6C H 0.748677 0.938701 0.690106 0.054 Uiso 1 1 calc R U . . .
C2 C 0.4137(4) 0.8826(3) 0.62215(16) 0.0330(7) Uani 1 1 d . . . . .
H2 H 0.421346 0.968702 0.616329 0.040 Uiso 1 1 calc R U . . .
C24 C 0.4109(4) 0.2434(3) 0.71635(14) 0.0304(7) Uani 1 1 d . . . . .
C12 C 1.0020(4) 0.9271(4) 0.53354(14) 0.0363(8) Uani 1 1 d . . . . .
C20 C 0.1381(4) 0.2915(3) 0.69395(15) 0.0323(8) Uani 1 1 d . . . . .
C23 C 0.3667(5) 0.1231(3) 0.72686(15) 0.0355(8) Uani 1 1 d . . . . .
H23 H 0.443946 0.065193 0.737978 0.043 Uiso 1 1 calc R U . . .
C21 C 0.0985(5) 0.1694(4) 0.70527(16) 0.0364(8) Uani 1 1 d . . . . .
H21 H -0.007655 0.143605 0.701789 0.044 Uiso 1 1 calc R U . . .
C15 C 0.2557(4) 0.7043(3) 0.64011(14) 0.0335(8) Uani 1 1 d . . . . .
H15 H 0.155736 0.669012 0.647420 0.040 Uiso 1 1 calc R U . . .
C1 C 0.2684(4) 0.8303(3) 0.63193(15) 0.0352(7) Uani 1 1 d . . . . .
H1 H 0.177181 0.880485 0.633057 0.042 Uiso 1 1 calc R U . . .
C26 C 0.0150(4) 0.3836(4) 0.67740(17) 0.0398(9) Uani 1 1 d . . . . .
H26A H 0.022951 0.456339 0.700900 0.060 Uiso 1 1 calc R U . . .
H26B H -0.089467 0.346882 0.681407 0.060 Uiso 1 1 calc R U . . .
H26C H 0.031509 0.407523 0.639118 0.060 Uiso 1 1 calc R U . . .
C18 C 0.3657(5) 0.4186(4) 0.59157(14) 0.0412(8) Uani 1 1 d . . . . .
H18A H 0.354659 0.331175 0.600331 0.062 Uiso 1 1 calc R U . . .
H18B H 0.465134 0.432057 0.572199 0.062 Uiso 1 1 calc R U . . .
H18C H 0.278144 0.444552 0.568216 0.062 Uiso 1 1 calc R U . . .
C11 C 1.1359(5) 0.9966(4) 0.52268(17) 0.0437(10) Uani 1 1 d . . . . .
H11 H 1.227102 0.956841 0.508918 0.052 Uiso 1 1 calc R U . . .
C25 C 0.5781(4) 0.2853(3) 0.72393(15) 0.0348(8) Uani 1 1 d . . . . .
H25A H 0.612524 0.330097 0.691236 0.052 Uiso 1 1 calc R U . . .
H25B H 0.645956 0.213668 0.729551 0.052 Uiso 1 1 calc R U . . .
H25C H 0.584563 0.339416 0.755947 0.052 Uiso 1 1 calc R U . . .
C8 C 0.8693(5) 1.1147(3) 0.56385(15) 0.0387(9) Uani 1 1 d . . . . .
C22 C 0.2112(5) 0.0857(4) 0.72141(14) 0.0382(7) Uani 1 1 d . . . . .
H22 H 0.182648 0.002924 0.728762 0.046 Uiso 1 1 calc R U . . .
C10 C 1.1391(5) 1.1225(4) 0.53148(17) 0.0467(10) Uani 1 1 d . . . . .
H10 H 1.231530 1.168263 0.523879 0.056 Uiso 1 1 calc R U . . .
C13 C 0.9965(5) 0.7913(4) 0.52237(16) 0.0423(9) Uani 1 1 d . . . . .
H13A H 0.981008 0.746860 0.556875 0.063 Uiso 1 1 calc R U . . .
H13B H 1.095640 0.765256 0.505550 0.063 Uiso 1 1 calc R U . . .
H13C H 0.909359 0.773234 0.497401 0.063 Uiso 1 1 calc R U . . .
C9 C 1.0059(5) 1.1810(4) 0.55151(16) 0.0449(10) Uani 1 1 d . . . . .
H9 H 1.007518 1.267419 0.556923 0.054 Uiso 1 1 calc R U . . .
C14 C 0.7253(6) 1.1772(3) 0.58586(16) 0.0461(9) Uani 1 1 d . . . . .
H14A H 0.633618 1.152550 0.564183 0.069 Uiso 1 1 calc R U . . .
H14B H 0.738717 1.266456 0.583575 0.069 Uiso 1 1 calc R U . . .
H14C H 0.709482 1.153287 0.624181 0.069 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 C4 1.924(3) . ?
N2 C19 1.429(4) . ?
N2 C17 1.269(4) . ?
N1 C5 1.268(4) . ?
N1 C7 1.431(4) . ?
C16 C17 1.504(5) . ?
C16 C4 1.391(5) . ?
C16 C15 1.398(5) . ?
C19 C24 1.403(5) . ?
C19 C20 1.397(5) . ?
C17 C18 1.512(5) . ?
C3 C4 1.398(4) . ?
C3 C5 1.504(5) . ?
C3 C2 1.392(4) . ?
C5 C6 1.512(5) . ?
C7 C12 1.403(5) . ?
C7 C8 1.398(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C1 1.382(5) . ?
C24 C23 1.386(5) . ?
C24 C25 1.506(5) . ?
C12 C11 1.393(5) . ?
C12 C13 1.504(6) . ?
C20 C21 1.399(5) . ?
C20 C26 1.505(5) . ?
C23 H23 0.9500 . ?
C23 C22 1.392(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.380(5) . ?
C15 H15 0.9500 . ?
C15 C1 1.390(5) . ?
C1 H1 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C10 1.387(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C8 C9 1.401(6) . ?
C8 C14 1.501(6) . ?
C22 H22 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.389(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C9 H9 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 N2 C19 119.5(3) . . ?
C5 N1 C7 119.7(3) . . ?
C4 C16 C17 124.1(3) . . ?
C4 C16 C15 118.2(3) . . ?
C15 C16 C17 117.7(3) . . ?
C24 C19 N2 120.0(3) . . ?
C20 C19 N2 118.4(3) . . ?
C20 C19 C24 121.4(3) . . ?
N2 C17 C16 117.0(3) . . ?
N2 C17 C18 126.7(3) . . ?
C16 C17 C18 116.0(3) . . ?
C4 C3 C5 123.7(3) . . ?
C2 C3 C4 118.3(3) . . ?
C2 C3 C5 118.1(3) . . ?
C16 C4 Br1 118.8(2) . . ?
C16 C4 C3 122.0(3) . . ?
C3 C4 Br1 119.2(2) . . ?
N1 C5 C3 117.0(3) . . ?
N1 C5 C6 127.0(3) . . ?
C3 C5 C6 115.7(3) . . ?
C12 C7 N1 118.8(3) . . ?
C8 C7 N1 119.2(3) . . ?
C8 C7 C12 121.8(4) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 C2 H2 119.6 . . ?
C1 C2 C3 120.8(3) . . ?
C1 C2 H2 119.6 . . ?
C19 C24 C25 120.2(3) . . ?
C23 C24 C19 118.4(3) . . ?
C23 C24 C25 121.3(3) . . ?
C7 C12 C13 120.4(3) . . ?
C11 C12 C7 118.0(4) . . ?
C11 C12 C13 121.6(4) . . ?
C19 C20 C21 118.3(3) . . ?
C19 C20 C26 120.5(3) . . ?
C21 C20 C26 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C24 C23 C22 121.1(4) . . ?
C22 C23 H23 119.4 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.1(3) . . ?
C22 C21 H21 119.5 . . ?
C16 C15 H15 119.7 . . ?
C1 C15 C16 120.6(3) . . ?
C1 C15 H15 119.7 . . ?
C2 C1 C15 120.1(3) . . ?
C2 C1 H1 120.0 . . ?
C15 C1 H1 120.0 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C12 C11 H11 119.2 . . ?
C10 C11 C12 121.5(4) . . ?
C10 C11 H11 119.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C7 C8 C9 118.1(4) . . ?
C7 C8 C14 120.5(3) . . ?
C9 C8 C14 121.4(4) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 C23 119.7(4) . . ?
C21 C22 H22 120.1 . . ?
C11 C10 H10 120.3 . . ?
C11 C10 C9 119.5(4) . . ?
C9 C10 H10 120.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.1(4) . . ?
C10 C9 H9 119.4 . . ?
C8 C14 H14A 109.5 . . ?
C8 C14 H14B 109.5 . . ?
C8 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 C19 C24 C23 175.8(3) . . . . ?
N2 C19 C24 C25 -3.0(5) . . . . ?
N2 C19 C20 C21 -175.5(3) . . . . ?
N2 C19 C20 C26 3.3(5) . . . . ?
N1 C7 C12 C11 177.7(3) . . . . ?
N1 C7 C12 C13 -2.5(5) . . . . ?
N1 C7 C8 C9 -176.8(3) . . . . ?
N1 C7 C8 C14 3.9(5) . . . . ?
C16 C15 C1 C2 -1.1(6) . . . . ?
C19 N2 C17 C16 173.9(3) . . . . ?
C19 N2 C17 C18 -0.2(5) . . . . ?
C19 C24 C23 C22 -0.7(5) . . . . ?
C19 C20 C21 C22 0.0(5) . . . . ?
C17 N2 C19 C24 97.6(4) . . . . ?
C17 N2 C19 C20 -87.7(4) . . . . ?
C17 C16 C4 Br1 -1.3(5) . . . . ?
C17 C16 C4 C3 177.5(4) . . . . ?
C17 C16 C15 C1 -176.8(3) . . . . ?
C3 C2 C1 C15 -0.5(6) . . . . ?
C4 C16 C17 N2 107.6(4) . . . . ?
C4 C16 C17 C18 -77.6(5) . . . . ?
C4 C16 C15 C1 1.8(5) . . . . ?
C4 C3 C5 N1 110.6(4) . . . . ?
C4 C3 C5 C6 -75.0(5) . . . . ?
C4 C3 C2 C1 1.2(6) . . . . ?
C5 N1 C7 C12 95.5(4) . . . . ?
C5 N1 C7 C8 -90.2(4) . . . . ?
C5 C3 C4 Br1 -3.1(5) . . . . ?
C5 C3 C4 C16 178.0(3) . . . . ?
C5 C3 C2 C1 -177.4(3) . . . . ?
C7 N1 C5 C3 175.7(3) . . . . ?
C7 N1 C5 C6 2.0(5) . . . . ?
C7 C12 C11 C10 -2.2(6) . . . . ?
C7 C8 C9 C10 0.2(6) . . . . ?
C2 C3 C4 Br1 178.4(3) . . . . ?
C2 C3 C4 C16 -0.5(6) . . . . ?
C2 C3 C5 N1 -70.9(4) . . . . ?
C2 C3 C5 C6 103.5(4) . . . . ?
C24 C19 C20 C21 -0.8(5) . . . . ?
C24 C19 C20 C26 178.0(3) . . . . ?
C24 C23 C22 C21 0.0(6) . . . . ?
C12 C7 C8 C9 -2.7(6) . . . . ?
C12 C7 C8 C14 178.0(3) . . . . ?
C12 C11 C10 C9 -0.1(6) . . . . ?
C20 C19 C24 C23 1.1(5) . . . . ?
C20 C19 C24 C25 -177.6(3) . . . . ?
C20 C21 C22 C23 0.4(6) . . . . ?
C15 C16 C17 N2 -73.9(4) . . . . ?
C15 C16 C17 C18 100.9(4) . . . . ?
C15 C16 C4 Br1 -179.8(3) . . . . ?
C15 C16 C4 C3 -1.0(6) . . . . ?
C26 C20 C21 C22 -178.8(3) . . . . ?
C11 C10 C9 C8 1.1(6) . . . . ?
C25 C24 C23 C22 178.0(3) . . . . ?
C8 C7 C12 C11 3.6(5) . . . . ?
C8 C7 C12 C13 -176.6(3) . . . . ?
C13 C12 C11 C10 178.0(4) . . . . ?
C14 C8 C9 C10 179.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
