# Supplementary Information (SI) for Chemical Science.
# 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_mo_dl005_kaleta_sq
_database_code_depnum_ccdc_archive 'CCDC 2416416'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2025-06-04 deposited with the CCDC.	2025-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H23 Br N, Cl, 1.08(C2H4O)'
_chemical_formula_sum            'C23.16 H27.33 Br Cl N O1.08'
_chemical_formula_weight         452.45
_chemical_compound_source        'crystallized by the authors'

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.2281(3)
_cell_length_b                   17.0092(8)
_cell_length_c                   16.9709(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.963(2)
_cell_angle_gamma                90
_cell_volume                     2071.09(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.4181
_cell_measurement_theta_max      27.4746

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.128
_shelx_estimated_absorpt_T_min   0.638
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_bruker_absorpt_correction_T_ratio 0.8574
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_measurement_details      
;<Phi   scan: start= 360.0; len= 180.0; end= 540.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   0.000 deg omega=   0.000 deg chi=  54.740 deg]
measure for 3.0 seconds; frame angle 0.50 degrees>
<Phi   scan: start= 360.0; len= 360.0; end= 720.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   2.365 deg omega=   5.245 deg chi= -24.000 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start= 324.2; len=  69.0; end= 393.2 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=  12.921 deg phi= 125.722 deg chi=  67.724 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start=   3.3; len= 107.0; end= 110.3 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   2.365 deg phi= 216.000 deg chi= -44.500 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start= 309.6; len=  83.0; end= 392.6 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=  12.921 deg phi= 256.935 deg chi=  64.490 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start= 295.8; len=  94.5; end= 390.3 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=  12.921 deg phi=  54.736 deg chi=  52.292 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start=   3.3; len= 107.0; end= 110.3 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   2.365 deg phi= 360.000 deg chi= -44.500 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start= 281.4; len= 105.5; end= 386.9 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=  12.921 deg phi= 315.743 deg chi=  42.651 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start= 326.7; len=  46.0; end= 372.7 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   2.395 deg phi= 184.127 deg chi=  70.386 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
<Omega scan: start=   3.3; len= 107.0; end= 110.3 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   2.365 deg phi= 288.000 deg chi= -44.500 deg]
measure for 18.0 seconds; frame angle 0.50 degrees>
;
_diffrn_measurement_bruker_total_exposure_time 39924.0
_diffrn_reflns_number            80731
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.395
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4751
_reflns_number_gt                4604
_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.
 
 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.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0212P)²+1.3990P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4751
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_ref         0.0535
_refine_ls_wR_factor_gt          0.0531
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.003
_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
Br1 Br 1.20127(2) 0.21257(2) 0.49388(2) 0.02137(5) Uani 1 1 d . . . . .
Cl1 Cl 0.91449(6) 0.11422(2) 0.18473(2) 0.02732(8) Uani 1 1 d . . . . .
N1 N 0.09472(14) 0.36265(6) 0.25068(6) 0.0147(2) Uani 1 1 d . . . . .
C1 C -0.07041(16) 0.39753(7) 0.19811(7) 0.0140(2) Uani 1 1 d . . . . .
C2 C -0.17020(18) 0.33409(7) 0.14486(8) 0.0166(2) Uani 1 1 d . . . . .
H2A H -0.218459 0.292720 0.177967 0.020 Uiso 1 1 calc R U . . .
H2B H -0.081622 0.309429 0.112150 0.020 Uiso 1 1 calc R U . . .
C3 C -0.33227(18) 0.37168(8) 0.09076(8) 0.0183(3) Uani 1 1 d . . . . .
H3 H -0.397256 0.330405 0.055693 0.022 Uiso 1 1 calc R U . . .
C4 C -0.47033(18) 0.40844(8) 0.14194(8) 0.0205(3) Uani 1 1 d . . . . .
H4A H -0.575380 0.432552 0.107415 0.025 Uiso 1 1 calc R U . . .
H4B H -0.521184 0.367273 0.174496 0.025 Uiso 1 1 calc R U . . .
C5 C -0.37014(17) 0.47124(8) 0.19607(8) 0.0182(3) Uani 1 1 d . . . . .
H5 H -0.460081 0.495241 0.229470 0.022 Uiso 1 1 calc R U . . .
C6 C -0.20717(18) 0.43395(8) 0.25030(8) 0.0168(2) Uani 1 1 d . . . . .
H6A H -0.142986 0.474527 0.285436 0.020 Uiso 1 1 calc R U . . .
H6B H -0.254752 0.392880 0.283961 0.020 Uiso 1 1 calc R U . . .
C7 C 0.00614(17) 0.46107(7) 0.14624(8) 0.0157(2) Uani 1 1 d . . . . .
H7A H 0.073255 0.501703 0.180353 0.019 Uiso 1 1 calc R U . . .
H7B H 0.094729 0.437228 0.113005 0.019 Uiso 1 1 calc R U . . .
C8 C -0.15743(18) 0.49865(8) 0.09307(8) 0.0173(2) Uani 1 1 d . . . . .
H8 H -0.109024 0.540429 0.059522 0.021 Uiso 1 1 calc R U . . .
C9 C -0.25709(19) 0.43545(8) 0.03945(8) 0.0197(3) Uani 1 1 d . . . . .
H9A H -0.169076 0.411879 0.005781 0.024 Uiso 1 1 calc R U . . .
H9B H -0.361205 0.459395 0.004240 0.024 Uiso 1 1 calc R U . . .
C10 C -0.29299(18) 0.53542(8) 0.14548(8) 0.0187(3) Uani 1 1 d . . . . .
H10A H -0.396817 0.561246 0.111724 0.022 Uiso 1 1 calc R U . . .
H10B H -0.227522 0.575814 0.180451 0.022 Uiso 1 1 calc R U . . .
C11 C 0.14742(18) 0.28694(7) 0.24405(8) 0.0168(2) Uani 1 1 d . . . . .
H11 H 0.072323 0.252566 0.209536 0.020 Uiso 1 1 calc R U . . .
C12 C 0.30826(18) 0.25883(7) 0.28654(8) 0.0173(2) Uani 1 1 d . . . . .
H12 H 0.342935 0.205469 0.280669 0.021 Uiso 1 1 calc R U . . .
C13 C 0.42108(18) 0.30776(8) 0.33816(7) 0.0157(2) Uani 1 1 d . . . . .
C14 C 0.35732(18) 0.38457(8) 0.34690(8) 0.0180(2) Uani 1 1 d . . . . .
H14 H 0.425577 0.419052 0.383685 0.022 Uiso 1 1 calc R U . . .
C15 C 0.19698(18) 0.41066(8) 0.30283(8) 0.0177(2) Uani 1 1 d . . . . .
H15 H 0.157116 0.463278 0.309021 0.021 Uiso 1 1 calc R U . . .
C16 C 0.60331(18) 0.28126(7) 0.37838(8) 0.0157(2) Uani 1 1 d . . . . .
C17 C 0.70484(18) 0.22354(7) 0.34357(8) 0.0170(2) Uani 1 1 d . . . . .
H17 H 0.651338 0.198196 0.296348 0.020 Uiso 1 1 calc R U . . .
C18 C 0.88314(19) 0.20282(8) 0.37726(8) 0.0178(2) Uani 1 1 d . . . . .
H18 H 0.952533 0.164048 0.353216 0.021 Uiso 1 1 calc R U . . .
C19 C 0.95765(18) 0.24002(8) 0.44684(8) 0.0172(2) Uani 1 1 d . . . . .
C20 C 0.85907(19) 0.29624(8) 0.48367(8) 0.0191(3) Uani 1 1 d . . . . .
H20 H 0.911654 0.320156 0.531827 0.023 Uiso 1 1 calc R U . . .
C21 C 0.68196(19) 0.31693(8) 0.44885(8) 0.0186(3) Uani 1 1 d . . . . .
H21 H 0.613386 0.355778 0.473183 0.022 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 C19 1.9014(13) . ?
N1 C11 1.3515(16) . ?
N1 C15 1.3557(16) . ?
N1 C1 1.5213(15) . ?
C1 C2 1.5308(17) . ?
C1 C6 1.5355(17) . ?
C1 C7 1.5385(17) . ?
C2 C3 1.5373(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C9 1.5313(19) . ?
C3 C4 1.5334(18) . ?
C3 H3 1.0000 . ?
C4 C5 1.5323(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.5348(18) . ?
C5 C6 1.5408(18) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.5369(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.5308(18) . ?
C8 C10 1.5342(18) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.3773(18) . ?
C11 H11 0.9500 . ?
C12 C13 1.3971(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.3992(18) . ?
C13 C16 1.4786(17) . ?
C14 C15 1.3745(18) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.3987(18) . ?
C16 C21 1.3988(18) . ?
C17 C18 1.3905(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.3895(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.3859(19) . ?
C20 C21 1.3887(18) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

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
C11 N1 C15 119.43(11) . . ?
C11 N1 C1 122.13(10) . . ?
C15 N1 C1 118.35(10) . . ?
N1 C1 C2 110.57(10) . . ?
N1 C1 C6 109.46(10) . . ?
C2 C1 C6 109.55(10) . . ?
N1 C1 C7 107.36(9) . . ?
C2 C1 C7 109.50(10) . . ?
C6 C1 C7 110.37(10) . . ?
C1 C2 C3 109.25(10) . . ?
C1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
C9 C3 C4 109.48(11) . . ?
C9 C3 C2 109.70(10) . . ?
C4 C3 C2 109.42(11) . . ?
C9 C3 H3 109.4 . . ?
C4 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
C5 C4 C3 109.33(10) . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C4 C5 C10 109.74(11) . . ?
C4 C5 C6 110.04(11) . . ?
C10 C5 C6 108.89(10) . . ?
C4 C5 H5 109.4 . . ?
C10 C5 H5 109.4 . . ?
C6 C5 H5 109.4 . . ?
C1 C6 C5 108.69(10) . . ?
C1 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C1 C6 H6B 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
C8 C7 C1 108.88(10) . . ?
C8 C7 H7A 109.9 . . ?
C1 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
C1 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C9 C8 C10 110.08(11) . . ?
C9 C8 C7 109.28(11) . . ?
C10 C8 C7 109.22(10) . . ?
C9 C8 H8 109.4 . . ?
C10 C8 H8 109.4 . . ?
C7 C8 H8 109.4 . . ?
C8 C9 C3 109.46(11) . . ?
C8 C9 H9A 109.8 . . ?
C3 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
C3 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C5 109.58(11) . . ?
C8 C10 H10A 109.8 . . ?
C5 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
C5 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
N1 C11 C12 121.05(12) . . ?
N1 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 120.86(12) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 116.61(12) . . ?
C12 C13 C16 121.84(12) . . ?
C14 C13 C16 121.48(12) . . ?
C15 C14 C13 120.70(12) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
N1 C15 C14 121.19(12) . . ?
N1 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C21 119.07(12) . . ?
C17 C16 C13 120.17(12) . . ?
C21 C16 C13 120.63(12) . . ?
C18 C17 C16 120.79(12) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C19 C18 C17 118.58(12) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C20 C19 C18 122.01(12) . . ?
C20 C19 Br1 118.73(10) . . ?
C18 C19 Br1 119.26(10) . . ?
C19 C20 C21 118.73(12) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C20 C21 C16 120.80(12) . . ?
C20 C21 H21 119.6 . . ?
C16 C21 H21 119.6 . . ?

_refine_diff_density_max         0.499
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_mo_dl1f2c_kaleta
_database_code_depnum_ccdc_archive 'CCDC 2416417'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2025-01-12 deposited with the CCDC.	2025-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H8 Br N'
_chemical_formula_sum            'C11 H8 Br N'
_chemical_formula_weight         234.09
_chemical_compound_source        'crystallized by the authors'

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   17.1318(6)
_cell_length_b                   8.8789(3)
_cell_length_c                   12.0049(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1826.08(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6397
_cell_measurement_theta_min      3.0915
_cell_measurement_theta_max      29.9969

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.447
_shelx_estimated_absorpt_T_min   0.458
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.458
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_bruker_absorpt_correction_T_ratio 0.7558

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_details      
;
<Phi   scan: start= 360.0; len= 179.9; end= 539.9 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   0.000 deg omega=   0.000 deg chi=  54.740 deg]
measure for 2.0 seconds; frame angle 0.70 degrees>
<Omega scan: start= 274.8; len=  95.2; end= 370.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.038 deg phi= 313.257 deg chi=  23.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
<Phi   scan: start=  78.0; len= 140.0; end= 218.0 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.011 deg omega= 274.234 deg chi=  24.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
<Omega scan: start=  10.3; len=  95.2; end= 105.5 at [Counterclockwise Eulerian
angles: dx= 40.00 mm theta=   5.038 deg phi= 228.762 deg chi= -23.000 deg]
measure for 16.0 seconds; frame angle 0.70 degrees>
;
_diffrn_measurement_bruker_total_exposure_time 8066.0
_diffrn_reflns_number            5773
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_reduction_process narrow-frame
_diffrn_reflns_theta_min         3.091
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1336
_reflns_number_gt                1283
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.997

_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 Instrument Service vV6.2.14'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0123P)²+2.1488P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 587 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         1336
_refine_ls_number_parameters     62
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0145
_refine_ls_R_factor_gt           0.0134
_refine_ls_wR_factor_ref         0.0341
_refine_ls_wR_factor_gt          0.0338
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_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
Br1 Br 0.250000 0.250000 1.10771(2) 0.02022(7) Uani 1 2 d S T P . .
N1 N 0.250000 0.250000 0.3586(2) 0.0241(6) Uani 1 2 d S T P . .
C2 C 0.31224(13) 0.2940(2) 0.41761(17) 0.0225(4) Uani 1 1 d . . . . .
H2 H 0.357743 0.323068 0.377841 0.027 Uiso 1 1 calc R U . . .
C3 C 0.31465(11) 0.2999(2) 0.53308(17) 0.0187(3) Uani 1 1 d . . . . .
H3 H 0.359535 0.337249 0.570454 0.022 Uiso 1 1 calc R U . . .
C4 C 0.250000 0.250000 0.5933(4) 0.0151(8) Uani 1 2 d S T P . .
C5 C 0.250000 0.250000 0.7171(2) 0.0159(5) Uani 1 2 d S T P . .
C6 C 0.28747(11) 0.3647(2) 0.77682(16) 0.0175(3) Uani 1 1 d . . . . .
H6 H 0.313251 0.443237 0.737616 0.021 Uiso 1 1 calc R U . . .
C7 C 0.28742(11) 0.3652(2) 0.89264(16) 0.0181(3) Uani 1 1 d . . . . .
H7 H 0.312771 0.443721 0.932446 0.022 Uiso 1 1 calc R U . . .
C8 C 0.250000 0.250000 0.9495(2) 0.0173(5) Uani 1 2 d S T P . .


_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 C8 1.900(3) . ?
N1 C2 1.338(3) 14 ?
N1 C2 1.338(3) . ?
C2 C3 1.388(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.487(5) . ?
C5 C6 1.401(2) . ?
C5 C6 1.401(2) 14 ?
C6 C7 1.391(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(2) . ?
C7 H7 0.9500 . ?

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
C2 N1 C2 116.1(3) 14 . ?
N1 C2 C3 124.3(2) . . ?
N1 C2 H2 117.9 . . ?
C3 C2 H2 117.9 . . ?
C2 C3 C4 118.8(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C3 117.6(4) 14 . ?
C3 C4 C5 121.20(19) 14 . ?
C3 C4 C5 121.20(19) . . ?
C6 C5 C6 118.5(2) . 14 ?
C6 C5 C4 120.76(13) . . ?
C6 C5 C4 120.76(12) 14 . ?
C7 C6 C5 120.90(19) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 119.32(19) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C7 121.1(3) . 14 ?
C7 C8 Br1 119.46(13) . . ?
C7 C8 Br1 119.47(13) 14 . ?

_refine_diff_density_max         0.315
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_mo_dl006_kaleta
_database_code_depnum_ccdc_archive 'CCDC 2416418'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2025-01-12 deposited with the CCDC.	2025-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H11 Br N3 O4, Cl, 1.236(H2 O)'
_chemical_formula_sum            'C17 H13.47 Br Cl N3 O5.24'
_chemical_formula_weight         458.92
_chemical_compound_source        'synthesized by the authors'

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

_cell_length_a                   14.3576(5)
_cell_length_b                   42.1432(15)
_cell_length_c                   9.9596(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.1050(10)
_cell_angle_gamma                90
_cell_volume                     5500.8(4)
_cell_formula_units_Z            12
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9002
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.4944

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             2764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.098
_exptl_absorpt_coefficient_mu    2.424
_shelx_estimated_absorpt_T_min   0.664
_shelx_estimated_absorpt_T_max   0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_T_max  0.797
_exptl_absorpt_process_details   
;Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_bruker_absorpt_correction_T_ratio 0.9413

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_details      
;<Phi   scan: start= 360.0; len= 180.0; end= 540.0 at [Counterclockwise Eulerian
angles: dx= 46.00 mm theta=   0.000 deg omega=   0.000 deg chi=  54.740 deg]
measure for 3.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Phi   scan: start=   0.0; len= 360.0; end= 360.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   4.096 deg omega= 267.341 deg chi=  24.000 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start=  29.8; len= -64.8; end= -35.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   9.421 deg phi= 108.000 deg chi=  68.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start=  29.8; len= -64.8; end= -35.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   9.421 deg phi= 324.000 deg chi=  68.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start= 325.0; len=  64.8; end= 389.8 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   9.421 deg phi= 180.000 deg chi=  68.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start=   3.0; len= 116.0; end= 119.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   4.096 deg phi=  72.000 deg chi= -44.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Phi   scan: start= 360.0; len=   0.4; end= 360.4 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   4.096 deg omega=   2.886 deg chi= -44.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start= 325.0; len=  64.8; end= 389.8 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   9.421 deg phi= 252.000 deg chi=  68.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start= 325.0; len=  64.8; end= 389.8 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   9.421 deg phi=  36.000 deg chi=  68.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start=   3.0; len= 116.0; end= 119.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   4.096 deg phi= 288.000 deg chi= -44.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
<Omega scan: start=   3.0; len= 116.0; end= 119.0 at [Counterclockwise Eulerian
angles: dx= 45.00 mm theta=   4.096 deg phi= 144.000 deg chi= -44.500 deg]
measure for 15.0 seconds; frame angle 0.40 degrees, wavelength=0.71073>
;
_diffrn_measurement_bruker_total_exposure_time 53550.0
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            130821
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.196
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12596
_reflns_number_gt                12292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.994
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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 Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²+6.5692P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 5936 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.0014(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         12596
_refine_ls_number_parameters     759
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.0701(3) 0.33950(4) -0.6669(2) 0.0343(8) Uani 0.710(10) 1 d . . P . .
Cl1D Cl 0.0085(7) 0.33338(12) -0.6966(6) 0.037(2) Uani 0.290(10) 1 d . . P A 2
Cl2 Cl -0.02715(13) 0.32678(4) -0.20812(18) 0.0342(5) Uani 0.709(6) 1 d . . P B
1
Cl2D Cl 0.0312(4) 0.34289(13) -0.1834(5) 0.0488(19) Uani 0.291(6) 1 d . . P B 2
Cl3 Cl 0.51700(7) 0.50378(2) 1.28192(11) 0.02673(19) Uani 1 1 d . . . . .
Br1A Br 0.62843(3) 0.39237(2) 0.16851(4) 0.02886(10) Uani 1 1 d . . . . .
N1A N 1.0324(3) 0.44005(10) 1.7507(4) 0.0312(8) Uani 1 1 d . . . . .
N2A N 0.9167(3) 0.48612(10) 1.2613(5) 0.0384(9) Uani 1 1 d . . . . .
C1A C 0.9835(3) 0.43540(11) 1.5901(4) 0.0279(8) Uani 1 1 d . . . . .
C2A C 0.9748(3) 0.46132(11) 1.5012(5) 0.0322(9) Uani 1 1 d . . . . .
H2A H 1.000275 0.481505 1.542296 0.039 Uiso 1 1 calc R U . . .
C3A C 0.9283(3) 0.45705(10) 1.3513(5) 0.0306(9) Uani 1 1 d . . . . .
C4A C 0.8978(3) 0.42690(11) 1.2923(4) 0.0267(8) Uani 1 1 d . . . . .
C5A C 0.9080(3) 0.40143(10) 1.3855(4) 0.0249(7) Uani 1 1 d . . . . .
H5A H 0.885817 0.380967 1.345111 0.030 Uiso 1 1 calc R U . . .
C6A C 0.9502(3) 0.40546(10) 1.5366(5) 0.0261(8) Uani 1 1 d . . . . .
H6A H 0.955914 0.388228 1.601023 0.031 Uiso 1 1 calc R U . . .
N7A N 0.8566(3) 0.42106(9) 1.1352(4) 0.0247(7) Uani 1 1 d . . . . .
C8A C 0.9013(3) 0.39919(11) 1.0819(5) 0.0277(8) Uani 1 1 d . . . . .
H8A H 0.957781 0.387391 1.147933 0.033 Uiso 1 1 calc R U . . .
C9A C 0.8657(3) 0.39379(10) 0.9328(5) 0.0263(8) Uani 1 1 d . . . . .
H9A H 0.896272 0.377940 0.896089 0.032 Uiso 1 1 calc R U . . .
C10A C 0.7846(3) 0.41180(9) 0.8363(4) 0.0214(7) Uani 1 1 d . . . . .
C11A C 0.7391(3) 0.43408(9) 0.8947(4) 0.0233(7) Uani 1 1 d . . . . .
H11A H 0.683129 0.446408 0.830775 0.028 Uiso 1 1 calc R U . . .
C12A C 0.7748(3) 0.43815(9) 1.0432(5) 0.0248(8) Uani 1 1 d . . . . .
H12A H 0.742568 0.452906 1.082568 0.030 Uiso 1 1 calc R U . . .
C13A C 0.7471(3) 0.40725(9) 0.6756(4) 0.0221(7) Uani 1 1 d . . . . .
C14A C 0.7443(3) 0.37681(9) 0.6180(5) 0.0251(8) Uani 1 1 d . . . . .
H14A H 0.767412 0.359159 0.682593 0.030 Uiso 1 1 calc R U . . .
C15A C 0.7080(3) 0.37223(10) 0.4673(5) 0.0269(8) Uani 1 1 d . . . . .
H15A H 0.705335 0.351528 0.428157 0.032 Uiso 1 1 calc R U . . .
C16A C 0.6757(3) 0.39832(10) 0.3743(4) 0.0231(7) Uani 1 1 d . . . . .
C17A C 0.6794(3) 0.42890(9) 0.4295(4) 0.0235(7) Uani 1 1 d . . . . .
H17A H 0.658407 0.446594 0.364843 0.028 Uiso 1 1 calc R U . . .
C18A C 0.7145(3) 0.43311(9) 0.5810(4) 0.0239(7) Uani 1 1 d . . . . .
H18A H 0.716183 0.453784 0.619976 0.029 Uiso 1 1 calc R U . . .
O11A O 1.0877(3) 0.46345(8) 1.7960(4) 0.0388(7) Uani 1 1 d . . . . .
O12A O 1.0175(3) 0.42060(9) 1.8283(4) 0.0375(7) Uani 1 1 d . . . . .
O21A O 0.9046(3) 0.51172(9) 1.3113(5) 0.0468(9) Uani 1 1 d . . . . .
O22A O 0.9227(4) 0.48275(10) 1.1428(5) 0.0543(11) Uani 1 1 d . . . . .
Br1B Br 0.14774(3) 0.45608(2) -0.84880(4) 0.02920(10) Uani 1 1 d . . . . .
N1B N 0.4718(3) 0.38804(8) 0.7124(4) 0.0236(6) Uani 1 1 d . . . . .
N2B N 0.3902(3) 0.34676(8) 0.2205(4) 0.0242(7) Uani 1 1 d . . . . .
C1B C 0.4488(3) 0.39471(9) 0.5568(4) 0.0202(7) Uani 1 1 d . . . . .
C2B C 0.4257(3) 0.36895(9) 0.4612(4) 0.0218(7) Uani 1 1 d . . . . .
H2B H 0.426504 0.347872 0.495492 0.026 Uiso 1 1 calc R U . . .
C3B C 0.4017(3) 0.37516(9) 0.3142(4) 0.0207(7) Uani 1 1 d . . . . .
C4B C 0.3952(3) 0.40658(9) 0.2630(4) 0.0204(7) Uani 1 1 d . . . . .
C5B C 0.4200(3) 0.43137(9) 0.3628(4) 0.0204(7) Uani 1 1 d . . . . .
H5B H 0.416587 0.452591 0.328998 0.024 Uiso 1 1 calc R U . . .
C6B C 0.4500(3) 0.42551(9) 0.5125(4) 0.0208(7) Uani 1 1 d . . . . .
H6B H 0.470683 0.442365 0.581877 0.025 Uiso 1 1 calc R U . . .
N7B N 0.3597(2) 0.41409(8) 0.1078(3) 0.0207(6) Uani 1 1 d . . . . .
C8B C 0.4087(3) 0.43689(9) 0.0644(4) 0.0217(7) Uani 1 1 d . . . . .
H8B H 0.465722 0.447608 0.135421 0.026 Uiso 1 1 calc R U . . .
C9B C 0.3757(3) 0.44443(9) -0.0822(4) 0.0231(7) Uani 1 1 d . . . . .
H9B H 0.408962 0.460727 -0.111888 0.028 Uiso 1 1 calc R U . . .
C10B C 0.2929(3) 0.42811(9) -0.1883(4) 0.0231(7) Uani 1 1 d . . . . .
C11B C 0.2450(3) 0.40489(10) -0.1382(4) 0.0245(7) Uani 1 1 d . . . . .
H11B H 0.189348 0.393238 -0.207092 0.029 Uiso 1 1 calc R U . . .
C12B C 0.2778(3) 0.39878(9) 0.0097(4) 0.0245(7) Uani 1 1 d . . . . .
H12B H 0.242584 0.383730 0.042823 0.029 Uiso 1 1 calc R U . . .
C13B C 0.2574(3) 0.43517(9) -0.3462(4) 0.0223(7) Uani 1 1 d . . . . .
C14B C 0.2670(3) 0.46583(9) -0.3941(4) 0.0226(7) Uani 1 1 d . . . . .
H14B H 0.297610 0.482138 -0.323942 0.027 Uiso 1 1 calc R U . . .
C15B C 0.2322(3) 0.47251(9) -0.5431(4) 0.0237(7) Uani 1 1 d . . . . .
H15B H 0.236784 0.493423 -0.575499 0.028 Uiso 1 1 calc R U . . .
C16B C 0.1905(3) 0.44817(10) -0.6445(4) 0.0228(7) Uani 1 1 d . . . . .
C17B C 0.1799(3) 0.41763(9) -0.6006(4) 0.0234(7) Uani 1 1 d . . . . .
H17B H 0.150624 0.401328 -0.671273 0.028 Uiso 1 1 calc R U . . .
C18B C 0.2132(3) 0.41132(10) -0.4506(4) 0.0248(7) Uani 1 1 d . . . . .
H18B H 0.205742 0.390570 -0.419013 0.030 Uiso 1 1 calc R U . . .
O11B O 0.5193(2) 0.40822(7) 0.8028(3) 0.0296(6) Uani 1 1 d . . . . .
O12B O 0.4406(2) 0.36307(8) 0.7417(3) 0.0307(6) Uani 1 1 d . . . . .
O21B O 0.3648(3) 0.32199(7) 0.2599(4) 0.0315(6) Uani 1 1 d . . . . .
O22B O 0.4102(2) 0.34983(7) 0.1128(3) 0.0296(6) Uani 1 1 d . . . . .
Br1C Br 0.87508(4) 0.21798(2) 0.05793(5) 0.04021(12) Uani 1 1 d . . . . .
N1C N 0.5497(3) 0.28218(8) 1.2363(4) 0.0247(7) Uani 1 1 d . . . . .
N2C N 0.6339(3) 0.32420(8) 0.8424(4) 0.0259(7) Uani 1 1 d . . . . .
C1C C 0.5723(3) 0.27629(9) 1.1078(4) 0.0224(7) Uani 1 1 d . . . . .
C2C C 0.5956(3) 0.30216(9) 1.0407(4) 0.0229(7) Uani 1 1 d . . . . .
H2C H 0.595020 0.323149 1.075072 0.027 Uiso 1 1 calc R U . . .
C3C C 0.6198(3) 0.29627(9) 0.9219(4) 0.0218(7) Uani 1 1 d . . . . .
C4C C 0.6270(3) 0.26502(9) 0.8772(4) 0.0237(7) Uani 1 1 d . . . . .
C5C C 0.6040(3) 0.23984(9) 0.9478(5) 0.0248(8) Uani 1 1 d . . . . .
H5C H 0.608935 0.218701 0.918255 0.030 Uiso 1 1 calc R U . . .
C6C C 0.5737(3) 0.24541(9) 1.0624(5) 0.0253(8) Uani 1 1 d . . . . .
H6C H 0.554419 0.228336 1.107963 0.030 Uiso 1 1 calc R U . . .
N7C N 0.6627(2) 0.25795(8) 0.7651(4) 0.0233(6) Uani 1 1 d . . . . .
C8C C 0.6115(3) 0.23679(9) 0.6567(4) 0.0245(7) Uani 1 1 d . . . . .
H8C H 0.550888 0.227176 0.654005 0.029 Uiso 1 1 calc R U . . .
C9C C 0.6461(3) 0.22920(10) 0.5518(4) 0.0253(8) Uani 1 1 d . . . . .
H9C H 0.611066 0.213848 0.478678 0.030 Uiso 1 1 calc R U . . .
C10C C 0.7333(3) 0.24415(10) 0.5524(5) 0.0262(8) Uani 1 1 d . . . . .
C11C C 0.7844(3) 0.26583(10) 0.6639(5) 0.0278(8) Uani 1 1 d . . . . .
H11C H 0.843520 0.276349 0.666168 0.033 Uiso 1 1 calc R U . . .
C12C C 0.7494(3) 0.27200(10) 0.7702(5) 0.0264(8) Uani 1 1 d . . . . .
H12C H 0.785894 0.286208 0.848062 0.032 Uiso 1 1 calc R U . . .
C13C C 0.7695(3) 0.23741(10) 0.4356(5) 0.0281(8) Uani 1 1 d . . . . .
C14C C 0.7625(4) 0.20708(11) 0.3773(5) 0.0339(9) Uani 1 1 d . . . . .
H14C H 0.734546 0.190327 0.412942 0.041 Uiso 1 1 calc R U . . .
C15C C 0.7963(4) 0.20110(12) 0.2672(6) 0.0378(10) Uani 1 1 d . . . . .
H15C H 0.792934 0.180293 0.228869 0.045 Uiso 1 1 calc R U . . .
C16C C 0.8346(4) 0.22583(12) 0.2147(6) 0.0359(10) Uani 1 1 d . . . . .
C17C C 0.8417(3) 0.25604(12) 0.2674(6) 0.0356(10) Uani 1 1 d . . . . .
H17C H 0.867208 0.272672 0.227456 0.043 Uiso 1 1 calc R U . . .
C18C C 0.8105(3) 0.26217(11) 0.3818(5) 0.0323(9) Uani 1 1 d . . . . .
H18C H 0.817050 0.282871 0.422427 0.039 Uiso 1 1 calc R U . . .
O11C O 0.5015(2) 0.26187(7) 1.2678(3) 0.0304(6) Uani 1 1 d . . . . .
O12C O 0.5823(3) 0.30678(7) 1.3056(3) 0.0324(7) Uani 1 1 d . . . . .
O21C O 0.6663(3) 0.34833(7) 0.9127(4) 0.0350(7) Uani 1 1 d . . . . .
O22C O 0.6090(2) 0.32169(7) 0.7098(4) 0.0325(7) Uani 1 1 d . . . . .
O1W O 0.6605(3) 0.49059(8) 1.1224(4) 0.0339(7) Uani 1 1 d . . . . .
H12W H 0.715467 0.493486 1.212068 0.051 Uiso 1 1 d R U . . .
H11W H 0.601971 0.486387 1.145566 0.051 Uiso 1 1 d R U . . .
O2W O 0.1229(4) 0.34847(13) -0.3431(7) 0.0471(13) Uani 0.709(6) 1 d . . P . .
H22W H 0.116371 0.343854 -0.447692 0.071 Uiso 0.709(6) 1 d R U P B 1
H21W H 0.087670 0.336453 -0.297393 0.071 Uiso 0.709(6) 1 d R U P B 1
O3W O 0.9028(3) 0.31018(10) 1.0345(7) 0.0706(15) Uani 1 1 d . . . . .
H31W H 0.922593 0.322914 1.103482 0.106 Uiso 1 1 d R U . . .
H32W H 0.903735 0.318229 0.952372 0.106 Uiso 1 1 d R U . . .
O4W O 0.1519(4) 0.35309(13) 0.0983(7) 0.086(2) Uani 1 1 d . . . . .
H41W H 0.135892 0.347489 0.186931 0.130 Uiso 1 1 d R U . . .
H42W H 0.103193 0.348590 0.024628 0.130 Uiso 1 1 d 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
Cl1 Cl1D 0.850(7) . ?
Br1A C16A 1.894(4) . ?
N1A O12A 1.204(5) . ?
N1A O11A 1.230(5) . ?
N1A C1A 1.474(5) . ?
N2A O22A 1.226(6) . ?
N2A O21A 1.230(6) . ?
N2A C3A 1.487(6) . ?
C1A C6A 1.377(6) . ?
C1A C2A 1.379(6) . ?
C2A C3A 1.376(6) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.393(6) . ?
C4A C5A 1.387(6) . ?
C4A N7A 1.450(5) . ?
C5A C6A 1.385(6) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
N7A C8A 1.349(6) . ?
N7A C12A 1.364(5) . ?
C8A C9A 1.379(6) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.393(5) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.400(5) . ?
C10A C13A 1.478(5) . ?
C11A C12A 1.363(6) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A C18A 1.391(5) . ?
C13A C14A 1.399(6) . ?
C14A C15A 1.387(6) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.390(6) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.394(6) . ?
C17A C18A 1.394(6) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9500 . ?
Br1B C16B 1.899(4) . ?
N1B O11B 1.224(5) . ?
N1B O12B 1.225(5) . ?
N1B C1B 1.473(5) . ?
N2B O21B 1.222(5) . ?
N2B O22B 1.226(5) . ?
N2B C3B 1.485(5) . ?
C1B C6B 1.374(5) . ?
C1B C2B 1.392(5) . ?
C2B C3B 1.385(5) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.408(5) . ?
C4B C5B 1.385(5) . ?
C4B N7B 1.451(5) . ?
C5B C6B 1.394(5) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
N7B C12B 1.347(5) . ?
N7B C8B 1.361(5) . ?
C8B C9B 1.376(6) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.405(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.400(6) . ?
C10B C13B 1.473(5) . ?
C11B C12B 1.376(6) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
C13B C18B 1.398(6) . ?
C13B C14B 1.403(5) . ?
C14B C15B 1.388(5) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.392(5) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.388(6) . ?
C17B C18B 1.396(6) . ?
C17B H17B 0.9500 . ?
C18B H18B 0.9500 . ?
Br1C C16C 1.903(5) . ?
N1C O11C 1.219(5) . ?
N1C O12C 1.227(5) . ?
N1C C1C 1.465(5) . ?
N2C O21C 1.214(5) . ?
N2C O22C 1.224(5) . ?
N2C C3C 1.478(5) . ?
C1C C6C 1.380(5) . ?
C1C C2C 1.389(6) . ?
C2C C3C 1.384(6) . ?
C2C H2C 0.9500 . ?
C3C C4C 1.408(5) . ?
C4C C5C 1.385(6) . ?
C4C N7C 1.437(5) . ?
C5C C6C 1.397(6) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
N7C C12C 1.360(5) . ?
N7C C8C 1.362(5) . ?
C8C C9C 1.365(6) . ?
C8C H8C 0.9500 . ?
C9C C10C 1.399(6) . ?
C9C H9C 0.9500 . ?
C10C C11C 1.393(6) . ?
C10C C13C 1.483(6) . ?
C11C C12C 1.370(6) . ?
C11C H11C 0.9500 . ?
C12C H12C 0.9500 . ?
C13C C14C 1.391(7) . ?
C13C C18C 1.406(6) . ?
C14C C15C 1.391(7) . ?
C14C H14C 0.9500 . ?
C15C C16C 1.378(7) . ?
C15C H15C 0.9500 . ?
C16C C17C 1.365(8) . ?
C17C C18C 1.409(7) . ?
C17C H17C 0.9500 . ?
C18C H18C 0.9500 . ?
O1W H12W 0.9275 . ?
O1W H11W 0.9742 . ?
O2W H22W 1.0258 . ?
O2W H21W 0.9528 . ?
O3W H31W 0.8257 . ?
O3W H32W 0.8901 . ?
O4W H41W 1.0270 . ?
O4W H42W 0.8025 . ?

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
O12A N1A O11A 124.6(4) . . ?
O12A N1A C1A 118.3(4) . . ?
O11A N1A C1A 117.0(4) . . ?
O22A N2A O21A 124.6(4) . . ?
O22A N2A C3A 116.8(4) . . ?
O21A N2A C3A 118.5(4) . . ?
C6A C1A C2A 123.5(4) . . ?
C6A C1A N1A 118.5(4) . . ?
C2A C1A N1A 118.0(4) . . ?
C3A C2A C1A 118.0(4) . . ?
C3A C2A H2A 121.0 . . ?
C1A C2A H2A 121.0 . . ?
C2A C3A C4A 120.5(4) . . ?
C2A C3A N2A 115.6(4) . . ?
C4A C3A N2A 123.9(4) . . ?
C5A C4A C3A 119.6(4) . . ?
C5A C4A N7A 118.4(4) . . ?
C3A C4A N7A 122.0(4) . . ?
C6A C5A C4A 120.8(4) . . ?
C6A C5A H5A 119.6 . . ?
C4A C5A H5A 119.6 . . ?
C1A C6A C5A 117.5(4) . . ?
C1A C6A H6A 121.3 . . ?
C5A C6A H6A 121.3 . . ?
C8A N7A C12A 120.9(4) . . ?
C8A N7A C4A 119.4(3) . . ?
C12A N7A C4A 119.7(4) . . ?
N7A C8A C9A 120.7(4) . . ?
N7A C8A H8A 119.6 . . ?
C9A C8A H8A 119.6 . . ?
C8A C9A C10A 119.4(4) . . ?
C8A C9A H9A 120.3 . . ?
C10A C9A H9A 120.3 . . ?
C9A C10A C11A 118.7(4) . . ?
C9A C10A C13A 120.6(4) . . ?
C11A C10A C13A 120.8(3) . . ?
C12A C11A C10A 120.2(4) . . ?
C12A C11A H11A 119.9 . . ?
C10A C11A H11A 119.9 . . ?
C11A C12A N7A 120.1(4) . . ?
C11A C12A H12A 120.0 . . ?
N7A C12A H12A 120.0 . . ?
C18A C13A C14A 119.7(4) . . ?
C18A C13A C10A 120.3(3) . . ?
C14A C13A C10A 120.0(3) . . ?
C15A C14A C13A 120.4(4) . . ?
C15A C14A H14A 119.8 . . ?
C13A C14A H14A 119.8 . . ?
C14A C15A C16A 119.2(4) . . ?
C14A C15A H15A 120.4 . . ?
C16A C15A H15A 120.4 . . ?
C15A C16A C17A 121.3(4) . . ?
C15A C16A Br1A 119.4(3) . . ?
C17A C16A Br1A 119.2(3) . . ?
C18A C17A C16A 118.9(4) . . ?
C18A C17A H17A 120.5 . . ?
C16A C17A H17A 120.5 . . ?
C13A C18A C17A 120.4(4) . . ?
C13A C18A H18A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
O11B N1B O12B 124.8(3) . . ?
O11B N1B C1B 117.4(3) . . ?
O12B N1B C1B 117.9(3) . . ?
O21B N2B O22B 125.4(3) . . ?
O21B N2B C3B 117.2(3) . . ?
O22B N2B C3B 117.3(3) . . ?
C6B C1B C2B 123.2(4) . . ?
C6B C1B N1B 119.4(3) . . ?
C2B C1B N1B 117.4(3) . . ?
C3B C2B C1B 117.6(3) . . ?
C3B C2B H2B 121.2 . . ?
C1B C2B H2B 121.2 . . ?
C2B C3B C4B 120.8(4) . . ?
C2B C3B N2B 115.3(3) . . ?
C4B C3B N2B 123.8(3) . . ?
C5B C4B C3B 119.3(3) . . ?
C5B C4B N7B 118.4(3) . . ?
C3B C4B N7B 122.2(3) . . ?
C4B C5B C6B 120.7(3) . . ?
C4B C5B H5B 119.6 . . ?
C6B C5B H5B 119.6 . . ?
C1B C6B C5B 118.2(3) . . ?
C1B C6B H6B 120.9 . . ?
C5B C6B H6B 120.9 . . ?
C12B N7B C8B 121.2(3) . . ?
C12B N7B C4B 119.4(3) . . ?
C8B N7B C4B 119.4(3) . . ?
N7B C8B C9B 120.1(4) . . ?
N7B C8B H8B 119.9 . . ?
C9B C8B H8B 119.9 . . ?
C8B C9B C10B 120.2(4) . . ?
C8B C9B H9B 119.9 . . ?
C10B C9B H9B 119.9 . . ?
C11B C10B C9B 117.5(4) . . ?
C11B C10B C13B 121.0(4) . . ?
C9B C10B C13B 121.4(4) . . ?
C12B C11B C10B 120.6(4) . . ?
C12B C11B H11B 119.7 . . ?
C10B C11B H11B 119.7 . . ?
N7B C12B C11B 120.2(4) . . ?
N7B C12B H12B 119.9 . . ?
C11B C12B H12B 119.9 . . ?
C18B C13B C14B 119.2(4) . . ?
C18B C13B C10B 120.2(4) . . ?
C14B C13B C10B 120.7(3) . . ?
C15B C14B C13B 120.5(4) . . ?
C15B C14B H14B 119.8 . . ?
C13B C14B H14B 119.8 . . ?
C14B C15B C16B 119.1(4) . . ?
C14B C15B H15B 120.4 . . ?
C16B C15B H15B 120.4 . . ?
C17B C16B C15B 121.7(4) . . ?
C17B C16B Br1B 118.1(3) . . ?
C15B C16B Br1B 120.2(3) . . ?
C16B C17B C18B 118.7(4) . . ?
C16B C17B H17B 120.6 . . ?
C18B C17B H17B 120.6 . . ?
C17B C18B C13B 120.8(4) . . ?
C17B C18B H18B 119.6 . . ?
C13B C18B H18B 119.6 . . ?
O11C N1C O12C 125.1(4) . . ?
O11C N1C C1C 117.2(3) . . ?
O12C N1C C1C 117.7(3) . . ?
O21C N2C O22C 124.7(4) . . ?
O21C N2C C3C 117.5(4) . . ?
O22C N2C C3C 117.8(3) . . ?
C6C C1C C2C 123.0(4) . . ?
C6C C1C N1C 118.9(4) . . ?
C2C C1C N1C 118.1(3) . . ?
C3C C2C C1C 117.7(3) . . ?
C3C C2C H2C 121.2 . . ?
C1C C2C H2C 121.2 . . ?
C2C C3C C4C 120.9(4) . . ?
C2C C3C N2C 116.9(3) . . ?
C4C C3C N2C 122.1(4) . . ?
C5C C4C C3C 119.5(4) . . ?
C5C C4C N7C 118.0(4) . . ?
C3C C4C N7C 122.3(4) . . ?
C4C C5C C6C 120.3(4) . . ?
C4C C5C H5C 119.9 . . ?
C6C C5C H5C 119.9 . . ?
C1C C6C C5C 118.4(4) . . ?
C1C C6C H6C 120.8 . . ?
C5C C6C H6C 120.8 . . ?
C12C N7C C8C 120.3(4) . . ?
C12C N7C C4C 119.5(3) . . ?
C8C N7C C4C 120.2(3) . . ?
N7C C8C C9C 120.8(4) . . ?
N7C C8C H8C 119.6 . . ?
C9C C8C H8C 119.6 . . ?
C8C C9C C10C 119.7(4) . . ?
C8C C9C H9C 120.2 . . ?
C10C C9C H9C 120.2 . . ?
C11C C10C C9C 118.6(4) . . ?
C11C C10C C13C 120.8(4) . . ?
C9C C10C C13C 120.7(4) . . ?
C12C C11C C10C 120.0(4) . . ?
C12C C11C H11C 120.0 . . ?
C10C C11C H11C 120.0 . . ?
N7C C12C C11C 120.5(4) . . ?
N7C C12C H12C 119.7 . . ?
C11C C12C H12C 119.7 . . ?
C14C C13C C18C 119.5(4) . . ?
C14C C13C C10C 121.0(4) . . ?
C18C C13C C10C 119.5(4) . . ?
C13C C14C C15C 120.4(4) . . ?
C13C C14C H14C 119.8 . . ?
C15C C14C H14C 119.8 . . ?
C16C C15C C14C 119.0(5) . . ?
C16C C15C H15C 120.5 . . ?
C14C C15C H15C 120.5 . . ?
C17C C16C C15C 122.5(4) . . ?
C17C C16C Br1C 118.5(4) . . ?
C15C C16C Br1C 118.9(4) . . ?
C16C C17C C18C 118.9(4) . . ?
C16C C17C H17C 120.5 . . ?
C18C C17C H17C 120.5 . . ?
C13C C18C C17C 119.5(4) . . ?
C13C C18C H18C 120.2 . . ?
C17C C18C H18C 120.2 . . ?
H12W O1W H11W 105.8 . . ?
H22W O2W H21W 122.5 . . ?
H31W O3W H32W 112.8 . . ?
H41W O4W H42W 108.3 . . ?

_refine_diff_density_max         2.215
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.077

