# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mo_JCC033b_0m
_database_code_depnum_ccdc_archive 'CCDC 2358854'
loop_
_audit_author_name
_audit_author_address
'Eduardo Escudero'
;ICIQ
Spain
;
_audit_update_record             
;
2024-05-29 deposited with the CCDC.	2024-06-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
3,6-Dibromo-2-(4-methoxyphenyl)-7-methyl-8-propylimidazo[1,2-a]pyrimidin-5(8H)-one
_chemical_name_common            8d
_chemical_melting_point          200--201
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 Br2 N3 O2'
_chemical_formula_weight         455.15
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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2911(12)
_cell_length_b                   10.3975(13)
_cell_length_c                   16.635(2)
_cell_angle_alpha                94.274(4)
_cell_angle_beta                 93.026(4)
_cell_angle_gamma                110.473(3)
_cell_volume                     1657.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4754
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    4.908
_shelx_estimated_absorpt_T_min   0.440
_shelx_estimated_absorpt_T_max   0.640
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.361
_exptl_absorpt_correction_T_max  0.640
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            23408
_diffrn_reflns_av_unetI/netI     0.1079
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.232
_diffrn_reflns_theta_max         27.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7397
_reflns_number_gt                5277
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1237P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7397
_refine_ls_number_parameters     440
_refine_ls_number_restraints     288
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2279
_refine_ls_wR_factor_gt          0.2090
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br1A Br 0.77176(9) 0.14896(9) 0.50219(5) 0.0289(2) Uani 1 1 d . U . . .
Br2A Br 0.37481(10) -0.31788(9) 0.27619(6) 0.0354(3) Uani 1 1 d . U . . .
N1A N 0.4302(7) 0.1863(7) 0.3800(4) 0.0228(15) Uani 1 1 d . U . . .
N2A N 0.4318(8) -0.0381(7) 0.3408(4) 0.0249(16) Uani 1 1 d . U . . .
N3A N 0.2569(7) 0.0183(7) 0.2878(4) 0.0257(16) Uani 1 1 d . U . . .
O1A O 0.5920(6) -0.1173(6) 0.4008(4) 0.0281(14) Uani 1 1 d . U . . .
O2A O -0.2677(7) -0.4353(6) 0.0789(4) 0.0330(15) Uani 1 1 d . U . . .
C1A C 0.3714(9) 0.0591(8) 0.3365(5) 0.0233(18) Uani 1 1 d . U . . .
C2A C 0.5486(9) 0.2129(9) 0.4307(5) 0.0246(18) Uani 1 1 d . U . . .
C3A C 0.6060(9) 0.1136(9) 0.4352(5) 0.0241(18) Uani 1 1 d . U . . .
C4A C 0.5496(9) -0.0210(9) 0.3929(5) 0.0228(18) Uani 1 1 d . U . . .
C5A C 0.3415(9) -0.1506(9) 0.2899(5) 0.0239(18) Uani 1 1 d . U . . .
C6A C 0.2365(9) -0.1151(9) 0.2583(5) 0.0219(17) Uani 1 1 d . U . . .
C7A C 0.1104(9) -0.1955(9) 0.2069(5) 0.0251(18) Uani 1 1 d . U . . .
C8A C 0.0922(10) -0.3190(9) 0.1617(5) 0.030(2) Uani 1 1 d . U . . .
H8A H 0.1672 -0.3522 0.1601 0.036 Uiso 1 1 calc R U . . .
C9A C -0.0346(10) -0.3949(10) 0.1189(6) 0.033(2) Uani 1 1 d . U . . .
H9A H -0.0454 -0.4801 0.0892 0.040 Uiso 1 1 calc R U . . .
C10A C -0.1449(9) -0.3488(9) 0.1186(5) 0.0266(19) Uani 1 1 d . U . . .
C11A C -0.1251(9) -0.2179(9) 0.1579(5) 0.0255(19) Uani 1 1 d . U . . .
H11A H -0.1974 -0.1808 0.1551 0.031 Uiso 1 1 calc R U . . .
C12A C 0.0014(9) -0.1442(9) 0.2006(5) 0.0249(18) Uani 1 1 d . U . . .
H12A H 0.0151 -0.0555 0.2267 0.030 Uiso 1 1 calc R U . . .
C13A C 0.3582(10) 0.2837(9) 0.3698(5) 0.0280(19) Uani 1 1 d . U . . .
H13A H 0.3213 0.2732 0.3126 0.034 Uiso 1 1 calc R U . . .
H13B H 0.4263 0.3788 0.3820 0.034 Uiso 1 1 calc R U . . .
C14A C 0.2393(10) 0.2646(10) 0.4233(6) 0.034(2) Uani 1 1 d . U . . .
H14A H 0.1845 0.1649 0.4222 0.041 Uiso 1 1 calc R U . . .
H14B H 0.2781 0.2994 0.4798 0.041 Uiso 1 1 calc R U . . .
C15A C 0.1439(10) 0.3389(10) 0.3972(6) 0.037(2) Uani 1 1 d . U . . .
H15A H 0.0943 0.2955 0.3447 0.055 Uiso 1 1 calc R U . . .
H15B H 0.1991 0.4358 0.3925 0.055 Uiso 1 1 calc R U . . .
H15C H 0.0765 0.3335 0.4375 0.055 Uiso 1 1 calc R U . . .
C16A C 0.6022(10) 0.3507(9) 0.4809(5) 0.030(2) Uani 1 1 d . U . . .
H16A H 0.6768 0.3528 0.5207 0.045 Uiso 1 1 calc R U . . .
H16B H 0.5262 0.3647 0.5090 0.045 Uiso 1 1 calc R U . . .
H16C H 0.6385 0.4243 0.4456 0.045 Uiso 1 1 calc R U . . .
C17A C -0.3895(9) -0.4051(9) 0.0934(5) 0.028(2) Uani 1 1 d . U . . .
H17A H -0.3897 -0.3267 0.0642 0.041 Uiso 1 1 calc R U . . .
H17B H -0.3906 -0.3821 0.1515 0.041 Uiso 1 1 calc R U . . .
H17C H -0.4722 -0.4858 0.0743 0.041 Uiso 1 1 calc R U . . .
Br1B Br 0.33261(9) -0.27750(9) 0.00569(5) 0.0281(2) Uani 1 1 d . U . . .
Br2B Br 0.78681(9) 0.09838(9) 0.24563(5) 0.0299(3) Uani 1 1 d . U . . .
N1B N 0.3347(7) 0.1044(7) 0.0931(4) 0.0236(15) Uani 1 1 d . U . . .
N2B N 0.5360(8) 0.0768(7) 0.1543(4) 0.0244(16) Uani 1 1 d . U . . .
N3B N 0.5032(7) 0.2775(7) 0.1853(4) 0.0228(15) Uani 1 1 d . U . . .
O1B O 0.5962(6) -0.1078(6) 0.1130(4) 0.0304(14) Uani 1 1 d . U . . .
O2B O 0.9555(6) 0.7874(6) 0.4016(4) 0.0300(14) Uani 1 1 d . U . . .
C1B C 0.4536(9) 0.1555(8) 0.1448(5) 0.0211(17) Uani 1 1 d . U . . .
C2B C 0.2961(9) -0.0249(8) 0.0535(5) 0.0228(18) Uani 1 1 d . U . . .
C3B C 0.3789(9) -0.1004(9) 0.0630(5) 0.0255(19) Uani 1 1 d . U . . .
C4B C 0.5114(9) -0.0518(9) 0.1097(5) 0.0240(18) Uani 1 1 d . U . . .
C5B C 0.6500(9) 0.1614(9) 0.2072(5) 0.0241(18) Uani 1 1 d . U . . .
C6B C 0.6277(9) 0.2824(9) 0.2248(5) 0.0237(18) Uani 1 1 d . U . . .
C7B C 0.7079(9) 0.4088(9) 0.2768(5) 0.0235(18) Uani 1 1 d . U . . .
C8B C 0.8488(10) 0.4353(10) 0.3094(5) 0.032(2) Uani 1 1 d . U . . .
H8B H 0.8887 0.3660 0.3022 0.038 Uiso 1 1 calc R U . . .
C9B C 0.9249(9) 0.5609(9) 0.3508(5) 0.030(2) Uani 1 1 d . U . . .
H9B H 1.0176 0.5779 0.3720 0.036 Uiso 1 1 calc R U . . .
C10B C 0.8676(9) 0.6640(9) 0.3621(5) 0.0268(19) Uani 1 1 d . U . . .
C11B C 0.7315(9) 0.6391(9) 0.3338(5) 0.0252(19) Uani 1 1 d . U . . .
H11B H 0.6907 0.7071 0.3439 0.030 Uiso 1 1 calc R U . . .
C12B C 0.6551(9) 0.5129(8) 0.2903(5) 0.0220(17) Uani 1 1 d . U . . .
H12B H 0.5629 0.4979 0.2691 0.026 Uiso 1 1 calc R U . . .
C13B C 0.2654(9) 0.2063(9) 0.0778(5) 0.0244(18) Uani 1 1 d . U . . .
H13C H 0.2215 0.1860 0.0217 0.029 Uiso 1 1 calc R U . . .
H13D H 0.3373 0.3000 0.0825 0.029 Uiso 1 1 calc R U . . .
C14B C 0.1557(10) 0.2057(9) 0.1352(5) 0.029(2) Uani 1 1 d . U . . .
H14C H 0.1915 0.2033 0.1913 0.035 Uiso 1 1 calc R U . . .
H14D H 0.0716 0.1223 0.1210 0.035 Uiso 1 1 calc R U . . .
C15B C 0.1184(11) 0.3346(10) 0.1296(6) 0.036(2) Uani 1 1 d . U . . .
H15D H 0.1963 0.4156 0.1540 0.054 Uiso 1 1 calc R U . . .
H15E H 0.0355 0.3253 0.1585 0.054 Uiso 1 1 calc R U . . .
H15F H 0.0993 0.3455 0.0727 0.054 Uiso 1 1 calc R U . . .
C16B C 0.1583(9) -0.0756(9) 0.0020(5) 0.0281(19) Uani 1 1 d . U . . .
H16D H 0.1242 -0.1765 -0.0072 0.042 Uiso 1 1 calc R U . . .
H16E H 0.1715 -0.0365 -0.0501 0.042 Uiso 1 1 calc R U . . .
H16F H 0.0903 -0.0465 0.0300 0.042 Uiso 1 1 calc R U . . .
C17B C 0.9068(10) 0.8992(9) 0.4007(5) 0.028(2) Uani 1 1 d . U . . .
H17D H 0.8800 0.9095 0.3448 0.042 Uiso 1 1 calc R U . . .
H17E H 0.9809 0.9842 0.4242 0.042 Uiso 1 1 calc R U . . .
H17F H 0.8260 0.8811 0.4326 0.042 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
Br1A C3A 1.894(8) . ?
Br2A C5A 1.886(8) . ?
N1A C1A 1.375(10) . ?
N1A C2A 1.376(10) . ?
N1A C13A 1.463(11) . ?
N2A C1A 1.363(11) . ?
N2A C5A 1.399(10) . ?
N2A C4A 1.404(11) . ?
N3A C1A 1.312(10) . ?
N3A C6A 1.376(10) . ?
O1A C4A 1.236(10) . ?
O2A C10A 1.367(10) . ?
O2A C17A 1.423(11) . ?
C2A C3A 1.361(12) . ?
C2A C16A 1.508(11) . ?
C3A C4A 1.425(11) . ?
C5A C6A 1.353(12) . ?
C6A C7A 1.459(11) . ?
C7A C8A 1.386(12) . ?
C7A C12A 1.403(12) . ?
C8A C9A 1.390(12) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.377(13) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.409(12) . ?
C11A C12A 1.383(11) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A C14A 1.516(13) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A C15A 1.511(13) . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
Br1B C3B 1.899(8) . ?
Br2B C5B 1.852(8) . ?
N1B C2B 1.366(10) . ?
N1B C1B 1.373(10) . ?
N1B C13B 1.498(11) . ?
N2B C1B 1.380(10) . ?
N2B C5B 1.407(10) . ?
N2B C4B 1.414(10) . ?
N3B C1B 1.307(10) . ?
N3B C6B 1.392(10) . ?
O1B C4B 1.207(10) . ?
O2B C10B 1.377(10) . ?
O2B C17B 1.418(10) . ?
C2B C3B 1.356(12) . ?
C2B C16B 1.518(11) . ?
C3B C4B 1.438(11) . ?
C5B C6B 1.370(12) . ?
C6B C7B 1.467(11) . ?
C7B C12B 1.380(12) . ?
C7B C8B 1.445(12) . ?
C8B C9B 1.374(12) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.398(13) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.382(12) . ?
C11B C12B 1.393(11) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
C13B C14B 1.514(13) . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
C14B C15B 1.525(12) . ?
C14B H14C 0.9900 . ?
C14B H14D 0.9900 . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 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
C1A N1A C2A 119.1(7) . . ?
C1A N1A C13A 116.4(7) . . ?
C2A N1A C13A 124.5(7) . . ?
C1A N2A C5A 103.5(7) . . ?
C1A N2A C4A 123.6(7) . . ?
C5A N2A C4A 132.6(7) . . ?
C1A N3A C6A 105.8(7) . . ?
C10A O2A C17A 117.3(7) . . ?
N3A C1A N2A 113.5(7) . . ?
N3A C1A N1A 125.7(8) . . ?
N2A C1A N1A 120.8(7) . . ?
C3A C2A N1A 119.1(7) . . ?
C3A C2A C16A 124.4(8) . . ?
N1A C2A C16A 116.4(7) . . ?
C2A C3A C4A 124.8(8) . . ?
C2A C3A Br1A 120.1(6) . . ?
C4A C3A Br1A 115.1(6) . . ?
O1A C4A N2A 121.1(8) . . ?
O1A C4A C3A 126.5(8) . . ?
N2A C4A C3A 112.4(7) . . ?
C6A C5A N2A 108.4(7) . . ?
C6A C5A Br2A 130.6(6) . . ?
N2A C5A Br2A 121.0(6) . . ?
C5A C6A N3A 108.8(7) . . ?
C5A C6A C7A 131.2(8) . . ?
N3A C6A C7A 119.9(7) . . ?
C8A C7A C12A 117.2(8) . . ?
C8A C7A C6A 124.1(8) . . ?
C12A C7A C6A 118.7(7) . . ?
C7A C8A C9A 120.7(9) . . ?
C7A C8A H8A 119.6 . . ?
C9A C8A H8A 119.6 . . ?
C10A C9A C8A 121.3(9) . . ?
C10A C9A H9A 119.3 . . ?
C8A C9A H9A 119.3 . . ?
O2A C10A C9A 116.7(8) . . ?
O2A C10A C11A 124.3(8) . . ?
C9A C10A C11A 119.0(8) . . ?
C12A C11A C10A 118.7(8) . . ?
C12A C11A H11A 120.6 . . ?
C10A C11A H11A 120.6 . . ?
C11A C12A C7A 122.5(8) . . ?
C11A C12A H12A 118.7 . . ?
C7A C12A H12A 118.7 . . ?
N1A C13A C14A 113.7(8) . . ?
N1A C13A H13A 108.8 . . ?
C14A C13A H13A 108.8 . . ?
N1A C13A H13B 108.8 . . ?
C14A C13A H13B 108.8 . . ?
H13A C13A H13B 107.7 . . ?
C15A C14A C13A 112.7(8) . . ?
C15A C14A H14A 109.1 . . ?
C13A C14A H14A 109.1 . . ?
C15A C14A H14B 109.1 . . ?
C13A C14A H14B 109.1 . . ?
H14A C14A H14B 107.8 . . ?
C14A C15A H15A 109.5 . . ?
C14A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C14A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C2A C16A H16A 109.5 . . ?
C2A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C2A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
O2A C17A H17A 109.5 . . ?
O2A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
O2A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C2B N1B C1B 120.2(7) . . ?
C2B N1B C13B 124.7(7) . . ?
C1B N1B C13B 114.7(6) . . ?
C1B N2B C5B 104.4(7) . . ?
C1B N2B C4B 124.1(7) . . ?
C5B N2B C4B 131.0(7) . . ?
C1B N3B C6B 104.5(7) . . ?
C10B O2B C17B 115.8(7) . . ?
N3B C1B N1B 126.5(7) . . ?
N3B C1B N2B 114.1(7) . . ?
N1B C1B N2B 119.4(7) . . ?
C3B C2B N1B 119.6(7) . . ?
C3B C2B C16B 124.2(7) . . ?
N1B C2B C16B 116.2(7) . . ?
C2B C3B C4B 124.6(8) . . ?
C2B C3B Br1B 120.8(6) . . ?
C4B C3B Br1B 114.4(6) . . ?
O1B C4B N2B 121.2(8) . . ?
O1B C4B C3B 127.4(8) . . ?
N2B C4B C3B 111.5(7) . . ?
C6B C5B N2B 106.3(7) . . ?
C6B C5B Br2B 131.8(7) . . ?
N2B C5B Br2B 121.7(6) . . ?
C5B C6B N3B 110.6(7) . . ?
C5B C6B C7B 132.2(8) . . ?
N3B C6B C7B 117.2(7) . . ?
C12B C7B C8B 117.2(8) . . ?
C12B C7B C6B 120.6(8) . . ?
C8B C7B C6B 121.9(8) . . ?
C9B C8B C7B 119.9(8) . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C8B C9B C10B 120.8(8) . . ?
C8B C9B H9B 119.6 . . ?
C10B C9B H9B 119.6 . . ?
O2B C10B C11B 124.2(8) . . ?
O2B C10B C9B 115.6(8) . . ?
C11B C10B C9B 120.2(8) . . ?
C10B C11B C12B 119.0(8) . . ?
C10B C11B H11B 120.5 . . ?
C12B C11B H11B 120.5 . . ?
C7B C12B C11B 122.7(8) . . ?
C7B C12B H12B 118.6 . . ?
C11B C12B H12B 118.6 . . ?
N1B C13B C14B 113.9(7) . . ?
N1B C13B H13C 108.8 . . ?
C14B C13B H13C 108.8 . . ?
N1B C13B H13D 108.8 . . ?
C14B C13B H13D 108.8 . . ?
H13C C13B H13D 107.7 . . ?
C13B C14B C15B 109.8(8) . . ?
C13B C14B H14C 109.7 . . ?
C15B C14B H14C 109.7 . . ?
C13B C14B H14D 109.7 . . ?
C15B C14B H14D 109.7 . . ?
H14C C14B H14D 108.2 . . ?
C14B C15B H15D 109.5 . . ?
C14B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C14B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C2B C16B H16D 109.5 . . ?
C2B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C2B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
O2B C17B H17D 109.5 . . ?
O2B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
O2B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 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
C6A N3A C1A N2A 1.2(10) . . . . ?
C6A N3A C1A N1A -179.3(8) . . . . ?
C5A N2A C1A N3A -1.2(10) . . . . ?
C4A N2A C1A N3A -175.6(8) . . . . ?
C5A N2A C1A N1A 179.3(8) . . . . ?
C4A N2A C1A N1A 4.9(13) . . . . ?
C2A N1A C1A N3A 178.0(9) . . . . ?
C13A N1A C1A N3A -0.5(13) . . . . ?
C2A N1A C1A N2A -2.6(13) . . . . ?
C13A N1A C1A N2A 178.9(8) . . . . ?
C1A N1A C2A C3A 1.4(13) . . . . ?
C13A N1A C2A C3A 179.8(8) . . . . ?
C1A N1A C2A C16A -176.0(8) . . . . ?
C13A N1A C2A C16A 2.4(13) . . . . ?
N1A C2A C3A C4A -2.5(14) . . . . ?
C16A C2A C3A C4A 174.7(9) . . . . ?
N1A C2A C3A Br1A 178.2(6) . . . . ?
C16A C2A C3A Br1A -4.6(13) . . . . ?
C1A N2A C4A O1A 172.3(8) . . . . ?
C5A N2A C4A O1A -0.3(15) . . . . ?
C1A N2A C4A C3A -5.4(12) . . . . ?
C5A N2A C4A C3A -178.0(9) . . . . ?
C2A C3A C4A O1A -173.3(9) . . . . ?
Br1A C3A C4A O1A 6.0(12) . . . . ?
C2A C3A C4A N2A 4.2(13) . . . . ?
Br1A C3A C4A N2A -176.5(6) . . . . ?
C1A N2A C5A C6A 0.7(10) . . . . ?
C4A N2A C5A C6A 174.4(9) . . . . ?
C1A N2A C5A Br2A -178.2(6) . . . . ?
C4A N2A C5A Br2A -4.6(14) . . . . ?
N2A C5A C6A N3A 0.0(10) . . . . ?
Br2A C5A C6A N3A 178.8(7) . . . . ?
N2A C5A C6A C7A -175.0(9) . . . . ?
Br2A C5A C6A C7A 3.8(16) . . . . ?
C1A N3A C6A C5A -0.7(10) . . . . ?
C1A N3A C6A C7A 175.0(8) . . . . ?
C5A C6A C7A C8A -18.6(16) . . . . ?
N3A C6A C7A C8A 166.9(9) . . . . ?
C5A C6A C7A C12A 163.0(9) . . . . ?
N3A C6A C7A C12A -11.5(13) . . . . ?
C12A C7A C8A C9A -6.4(14) . . . . ?
C6A C7A C8A C9A 175.2(9) . . . . ?
C7A C8A C9A C10A 1.3(15) . . . . ?
C17A O2A C10A C9A 165.8(8) . . . . ?
C17A O2A C10A C11A -14.5(13) . . . . ?
C8A C9A C10A O2A -175.8(8) . . . . ?
C8A C9A C10A C11A 4.5(15) . . . . ?
O2A C10A C11A C12A 175.6(8) . . . . ?
C9A C10A C11A C12A -4.8(14) . . . . ?
C10A C11A C12A C7A -0.6(14) . . . . ?
C8A C7A C12A C11A 6.1(14) . . . . ?
C6A C7A C12A C11A -175.4(8) . . . . ?
C1A N1A C13A C14A 83.9(9) . . . . ?
C2A N1A C13A C14A -94.5(10) . . . . ?
N1A C13A C14A C15A -165.0(7) . . . . ?
C6B N3B C1B N1B -176.8(8) . . . . ?
C6B N3B C1B N2B 0.2(10) . . . . ?
C2B N1B C1B N3B 179.0(9) . . . . ?
C13B N1B C1B N3B 5.8(13) . . . . ?
C2B N1B C1B N2B 2.2(12) . . . . ?
C13B N1B C1B N2B -171.1(8) . . . . ?
C5B N2B C1B N3B 0.0(10) . . . . ?
C4B N2B C1B N3B -172.8(8) . . . . ?
C5B N2B C1B N1B 177.2(8) . . . . ?
C4B N2B C1B N1B 4.4(13) . . . . ?
C1B N1B C2B C3B -2.8(13) . . . . ?
C13B N1B C2B C3B 169.8(8) . . . . ?
C1B N1B C2B C16B 176.2(8) . . . . ?
C13B N1B C2B C16B -11.3(12) . . . . ?
N1B C2B C3B C4B -3.1(14) . . . . ?
C16B C2B C3B C4B 178.1(8) . . . . ?
N1B C2B C3B Br1B -177.4(6) . . . . ?
C16B C2B C3B Br1B 3.7(13) . . . . ?
C1B N2B C4B O1B 170.4(9) . . . . ?
C5B N2B C4B O1B -0.4(15) . . . . ?
C1B N2B C4B C3B -9.2(12) . . . . ?
C5B N2B C4B C3B -180.0(8) . . . . ?
C2B C3B C4B O1B -171.0(10) . . . . ?
Br1B C3B C4B O1B 3.7(13) . . . . ?
C2B C3B C4B N2B 8.6(13) . . . . ?
Br1B C3B C4B N2B -176.8(6) . . . . ?
C1B N2B C5B C6B -0.2(9) . . . . ?
C4B N2B C5B C6B 171.9(9) . . . . ?
C1B N2B C5B Br2B 175.6(6) . . . . ?
C4B N2B C5B Br2B -12.3(13) . . . . ?
N2B C5B C6B N3B 0.4(10) . . . . ?
Br2B C5B C6B N3B -174.8(7) . . . . ?
N2B C5B C6B C7B 179.2(9) . . . . ?
Br2B C5B C6B C7B 4.1(16) . . . . ?
C1B N3B C6B C5B -0.3(10) . . . . ?
C1B N3B C6B C7B -179.4(8) . . . . ?
C5B C6B C7B C12B -173.7(9) . . . . ?
N3B C6B C7B C12B 5.1(12) . . . . ?
C5B C6B C7B C8B 12.1(15) . . . . ?
N3B C6B C7B C8B -169.1(8) . . . . ?
C12B C7B C8B C9B -1.0(13) . . . . ?
C6B C7B C8B C9B 173.4(9) . . . . ?
C7B C8B C9B C10B 0.2(15) . . . . ?
C17B O2B C10B C11B -10.1(13) . . . . ?
C17B O2B C10B C9B 169.3(8) . . . . ?
C8B C9B C10B O2B -177.4(8) . . . . ?
C8B C9B C10B C11B 2.0(15) . . . . ?
O2B C10B C11B C12B 176.0(8) . . . . ?
C9B C10B C11B C12B -3.3(14) . . . . ?
C8B C7B C12B C11B -0.4(13) . . . . ?
C6B C7B C12B C11B -174.8(8) . . . . ?
C10B C11B C12B C7B 2.5(13) . . . . ?
C2B N1B C13B C14B 95.5(10) . . . . ?
C1B N1B C13B C14B -91.6(9) . . . . ?
N1B C13B C14B C15B 165.6(7) . . . . ?

_refine_diff_density_max         3.743
_refine_diff_density_min         -1.378
_refine_diff_density_rms         0.199
_shelxl_version_number           2014-3
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform/Methanol (1:1 v/v)'
_exptl_crystal_preparation       Luminescent
