# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
# 
#######################################################################

data_szh_ll12
_database_code_depnum_ccdc_archive 'CCDC 2012367'
loop_
_audit_author_name
_audit_author_address
'Deng Yu-Hua'
;Yunnan University
China
;
_audit_update_record             
;
2020-06-26 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C26 H21 Br N2 O'
_chemical_formula_sum            'C26 H21 Br N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         457.36
_chemical_absolute_configuration ad

_chemical_melting_point          ?

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

_cell_length_a                   8.6954(2)
_cell_length_b                   14.0748(3)
_cell_length_c                   16.9937(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2079.79(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.6001
_cell_measurement_theta_max      79.6950
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936

_exptl_absorpt_coefficient_mu    2.847
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.20
_exptl_absorpt_correction_T_max  0.60

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            21873
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         80.23
_diffrn_reflns_theta_full        80.23
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             4446
_reflns_number_gt                4426
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_gt          0.0563
_refine_ls_wR_factor_ref         0.0564
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.127
_refine_ls_number_reflns         4446
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+0.3983P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.296
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1835 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(5)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 -0.17132(3) -0.06502(2) 0.27639(2) 0.03308(8) Uani d . . . 1 . .
O O1 0.5170(2) 0.11881(12) 0.42429(10) 0.0313(4) Uani d . . . 1 . .
N N1 0.3959(2) 0.18376(13) 0.31599(11) 0.0262(4) Uani d . . . 1 . .
N N2 0.4244(2) 0.25675(13) 0.26023(10) 0.0264(4) Uani d . . . 1 . .
C C1 0.0063(3) 0.01305(15) 0.28914(14) 0.0275(4) Uani d . . . 1 . .
C C2 0.0632(3) 0.06232(16) 0.22479(13) 0.0285(4) Uani d . . . 1 . .
H H21 0.014672 0.056816 0.174897 0.034 Uiso calc U . R 1 . .
C C3 0.1920(3) 0.11994(15) 0.23398(13) 0.0277(4) Uani d . . . 1 . .
H H20 0.231441 0.154567 0.190454 0.033 Uiso calc U . R 1 . .
C C4 0.2630(3) 0.12663(16) 0.30758(13) 0.0255(4) Uani d . . . 1 . .
C C5 0.5114(3) 0.17576(15) 0.37040(13) 0.0254(4) Uani d . . . 1 . .
C C6 0.6289(3) 0.25146(15) 0.34978(12) 0.0247(4) Uani d . . . 1 . .
C C7 0.6649(3) 0.31936(15) 0.42063(12) 0.0252(4) Uani d . . . 1 . .
H H14 0.661048 0.280026 0.469592 0.03 Uiso calc U . R 1 . .
C C8 0.5495(3) 0.39835(16) 0.43040(12) 0.0245(4) Uani d . . . 1 . .
C C9 0.5841(3) 0.49408(16) 0.41747(12) 0.0262(4) Uani d . . . 1 . .
H H6 0.686261 0.511956 0.40428 0.031 Uiso calc U . R 1 . .
C C10 0.4709(3) 0.56349(17) 0.42366(12) 0.0260(4) Uani d . . . 1 . .
H H13 0.497008 0.628179 0.414909 0.031 Uiso calc U . R 1 . .
C C11 0.3194(3) 0.53950(14) 0.44256(12) 0.0250(4) Uani d . . . 1 . .
C C12 0.1937(3) 0.61085(15) 0.44509(12) 0.0254(4) Uani d . . . 1 . .
C C13 0.0633(3) 0.59676(17) 0.49268(13) 0.0287(5) Uani d . . . 1 . .
H H10 0.059243 0.543479 0.52694 0.034 Uiso calc U . R 1 . .
C C14 -0.0596(3) 0.65983(17) 0.49020(14) 0.0313(5) Uani d . . . 1 . .
H H7 -0.147362 0.649064 0.522291 0.038 Uiso calc U . R 1 . .
C C15 -0.0546(3) 0.73864(17) 0.44090(14) 0.0312(5) Uani d . . . 1 . .
H H1 -0.139124 0.781321 0.438768 0.037 Uiso calc U . R 1 . .
C C16 0.2033(3) 0.07708(15) 0.37176(13) 0.0275(4) Uani d . . . 1 . .
H H3 0.25146 0.081964 0.421766 0.033 Uiso calc U . R 1 . .
C C17 0.0736(3) 0.02071(16) 0.36274(13) 0.0278(5) Uani d . . . 1 . .
H H2 0.031485 -0.012246 0.406514 0.033 Uiso calc U . R 1 . .
C C18 0.5521(2) 0.29714(15) 0.27942(13) 0.0252(4) Uani d . . . 1 . .
C C19 0.7884(3) 0.20893(17) 0.32887(14) 0.0301(5) Uani d . . . 1 . .
H H16 0.805519 0.147867 0.356421 0.036 Uiso calc U . R 1 . .
H H15 0.798512 0.19875 0.271457 0.036 Uiso calc U . R 1 . .
C C20 0.8989(3) 0.28390(17) 0.35728(14) 0.0309(5) Uani d . . . 1 . .
H H4 1.003759 0.287407 0.341931 0.037 Uiso calc U . R 1 . .
C C21 0.8320(3) 0.34434(15) 0.40626(13) 0.0287(4) Uani d . . . 1 . .
H H5 0.882816 0.397049 0.429583 0.034 Uiso calc U . R 1 . .
C C22 0.0746(3) 0.75456(16) 0.39484(13) 0.0304(5) Uani d . . . 1 . .
H H9 0.079194 0.808834 0.361694 0.036 Uiso calc U . R 1 . .
C C23 0.1974(3) 0.69140(15) 0.39702(13) 0.0268(4) Uani d . . . 1 . .
H H8 0.285298 0.703181 0.3653 0.032 Uiso calc U . R 1 . .
C C24 0.2864(3) 0.44344(16) 0.45711(13) 0.0272(4) Uani d . . . 1 . .
H H11 0.184623 0.425336 0.470744 0.033 Uiso calc U . R 1 . .
C C25 0.3991(3) 0.37508(16) 0.45195(14) 0.0276(4) Uani d . . . 1 . .
H H12 0.374077 0.310802 0.463255 0.033 Uiso calc U . R 1 . .
C C26 0.6121(3) 0.37829(16) 0.23266(14) 0.0296(5) Uani d . . . 1 . .
H H18 0.551456 0.38507 0.184385 0.044 Uiso calc U . R 1 . .
H H17 0.719959 0.366558 0.219017 0.044 Uiso calc U . R 1 . .
H H19 0.604534 0.436742 0.263753 0.044 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C1 . 1.908(2) ?
O1 C5 . 1.218(3) ?
N1 C5 . 1.370(3) ?
N1 C4 . 1.414(3) ?
N1 N2 . 1.419(3) ?
N2 C18 . 1.289(3) ?
C1 C17 . 1.385(3) ?
C1 C2 . 1.386(3) ?
C2 C3 . 1.392(3) ?
C2 H21 . 0.95 ?
C3 C4 . 1.398(3) ?
C3 H20 . 0.95 ?
C4 C16 . 1.395(3) ?
C5 C6 . 1.517(3) ?
C6 C18 . 1.513(3) ?
C6 C19 . 1.552(3) ?
C6 C7 . 1.569(3) ?
C7 C8 . 1.507(3) ?
C7 C21 . 1.515(3) ?
C7 H14 . 1.0 ?
C8 C25 . 1.397(3) ?
C8 C9 . 1.398(3) ?
C9 C10 . 1.391(3) ?
C9 H6 . 0.95 ?
C10 C11 . 1.398(3) ?
C10 H13 . 0.95 ?
C11 C24 . 1.404(3) ?
C11 C12 . 1.484(3) ?
C12 C23 . 1.398(3) ?
C12 C13 . 1.407(3) ?
C13 C14 . 1.390(3) ?
C13 H10 . 0.95 ?
C14 C15 . 1.391(3) ?
C14 H7 . 0.95 ?
C15 C22 . 1.388(4) ?
C15 H1 . 0.95 ?
C16 C17 . 1.387(3) ?
C16 H3 . 0.95 ?
C17 H2 . 0.95 ?
C18 C26 . 1.486(3) ?
C19 C20 . 1.506(3) ?
C19 H16 . 0.99 ?
C19 H15 . 0.99 ?
C20 C21 . 1.324(3) ?
C20 H4 . 0.95 ?
C21 H5 . 0.95 ?
C22 C23 . 1.390(3) ?
C22 H9 . 0.95 ?
C23 H8 . 0.95 ?
C24 C25 . 1.376(3) ?
C24 H11 . 0.95 ?
C25 H12 . 0.95 ?
C26 H18 . 0.98 ?
C26 H17 . 0.98 ?
C26 H19 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 N1 C4 . . 128.33(18) ?
C5 N1 N2 . . 112.45(19) ?
C4 N1 N2 . . 119.12(18) ?
C18 N2 N1 . . 107.51(18) ?
C17 C1 C2 . . 121.5(2) ?
C17 C1 Br1 . . 119.30(18) ?
C2 C1 Br1 . . 119.17(17) ?
C1 C2 C3 . . 119.3(2) ?
C1 C2 H21 . . 120.3 ?
C3 C2 H21 . . 120.3 ?
C2 C3 C4 . . 119.7(2) ?
C2 C3 H20 . . 120.2 ?
C4 C3 H20 . . 120.2 ?
C16 C4 C3 . . 120.1(2) ?
C16 C4 N1 . . 120.6(2) ?
C3 C4 N1 . . 119.3(2) ?
O1 C5 N1 . . 126.2(2) ?
O1 C5 C6 . . 127.5(2) ?
N1 C5 C6 . . 106.27(18) ?
C18 C6 C5 . . 100.59(17) ?
C18 C6 C19 . . 112.18(18) ?
C5 C6 C19 . . 112.58(18) ?
C18 C6 C7 . . 115.83(18) ?
C5 C6 C7 . . 112.65(18) ?
C19 C6 C7 . . 103.43(18) ?
C8 C7 C21 . . 119.03(18) ?
C8 C7 C6 . . 113.65(18) ?
C21 C7 C6 . . 102.07(17) ?
C8 C7 H14 . . 107.1 ?
C21 C7 H14 . . 107.1 ?
C6 C7 H14 . . 107.1 ?
C25 C8 C9 . . 117.9(2) ?
C25 C8 C7 . . 118.6(2) ?
C9 C8 C7 . . 123.4(2) ?
C10 C9 C8 . . 120.9(2) ?
C10 C9 H6 . . 119.6 ?
C8 C9 H6 . . 119.6 ?
C9 C10 C11 . . 121.0(2) ?
C9 C10 H13 . . 119.5 ?
C11 C10 H13 . . 119.5 ?
C10 C11 C24 . . 117.7(2) ?
C10 C11 C12 . . 122.5(2) ?
C24 C11 C12 . . 119.8(2) ?
C23 C12 C13 . . 117.9(2) ?
C23 C12 C11 . . 121.0(2) ?
C13 C12 C11 . . 121.0(2) ?
C14 C13 C12 . . 120.8(2) ?
C14 C13 H10 . . 119.6 ?
C12 C13 H10 . . 119.6 ?
C13 C14 C15 . . 120.2(2) ?
C13 C14 H7 . . 119.9 ?
C15 C14 H7 . . 119.9 ?
C22 C15 C14 . . 119.6(2) ?
C22 C15 H1 . . 120.2 ?
C14 C15 H1 . . 120.2 ?
C17 C16 C4 . . 120.2(2) ?
C17 C16 H3 . . 119.9 ?
C4 C16 H3 . . 119.9 ?
C1 C17 C16 . . 119.2(2) ?
C1 C17 H2 . . 120.4 ?
C16 C17 H2 . . 120.4 ?
N2 C18 C26 . . 120.4(2) ?
N2 C18 C6 . . 113.12(19) ?
C26 C18 C6 . . 126.4(2) ?
C20 C19 C6 . . 103.08(18) ?
C20 C19 H16 . . 111.1 ?
C6 C19 H16 . . 111.1 ?
C20 C19 H15 . . 111.1 ?
C6 C19 H15 . . 111.1 ?
H16 C19 H15 . . 109.1 ?
C21 C20 C19 . . 111.8(2) ?
C21 C20 H4 . . 124.1 ?
C19 C20 H4 . . 124.1 ?
C20 C21 C7 . . 111.9(2) ?
C20 C21 H5 . . 124.0 ?
C7 C21 H5 . . 124.0 ?
C15 C22 C23 . . 120.2(2) ?
C15 C22 H9 . . 119.9 ?
C23 C22 H9 . . 119.9 ?
C22 C23 C12 . . 121.1(2) ?
C22 C23 H8 . . 119.4 ?
C12 C23 H8 . . 119.4 ?
C25 C24 C11 . . 121.1(2) ?
C25 C24 H11 . . 119.4 ?
C11 C24 H11 . . 119.4 ?
C24 C25 C8 . . 121.3(2) ?
C24 C25 H12 . . 119.4 ?
C8 C25 H12 . . 119.4 ?
C18 C26 H18 . . 109.5 ?
C18 C26 H17 . . 109.5 ?
H18 C26 H17 . . 109.5 ?
C18 C26 H19 . . 109.5 ?
H18 C26 H19 . . 109.5 ?
H17 C26 H19 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 N2 C18 . . . . -2.1(2) ?
C4 N1 N2 C18 . . . . -178.81(19) ?
C17 C1 C2 C3 . . . . 0.8(3) ?
Br1 C1 C2 C3 . . . . 179.50(16) ?
C1 C2 C3 C4 . . . . 0.6(3) ?
C2 C3 C4 C16 . . . . -1.2(3) ?
C2 C3 C4 N1 . . . . 178.7(2) ?
C5 N1 C4 C16 . . . . 25.1(3) ?
N2 N1 C4 C16 . . . . -158.8(2) ?
C5 N1 C4 C3 . . . . -154.8(2) ?
N2 N1 C4 C3 . . . . 21.4(3) ?
C4 N1 C5 O1 . . . . -3.1(4) ?
N2 N1 C5 O1 . . . . -179.4(2) ?
C4 N1 C5 C6 . . . . 176.9(2) ?
N2 N1 C5 C6 . . . . 0.6(2) ?
O1 C5 C6 C18 . . . . -179.1(2) ?
N1 C5 C6 C18 . . . . 0.9(2) ?
O1 C5 C6 C19 . . . . 61.4(3) ?
N1 C5 C6 C19 . . . . -118.6(2) ?
O1 C5 C6 C7 . . . . -55.1(3) ?
N1 C5 C6 C7 . . . . 124.86(19) ?
C18 C6 C7 C8 . . . . 32.5(3) ?
C5 C6 C7 C8 . . . . -82.5(2) ?
C19 C6 C7 C8 . . . . 155.66(19) ?
C18 C6 C7 C21 . . . . -96.9(2) ?
C5 C6 C7 C21 . . . . 148.03(18) ?
C19 C6 C7 C21 . . . . 26.2(2) ?
C21 C7 C8 C25 . . . . -173.24(19) ?
C6 C7 C8 C25 . . . . 66.5(3) ?
C21 C7 C8 C9 . . . . 8.1(3) ?
C6 C7 C8 C9 . . . . -112.2(2) ?
C25 C8 C9 C10 . . . . -1.8(3) ?
C7 C8 C9 C10 . . . . 176.81(19) ?
C8 C9 C10 C11 . . . . -0.3(3) ?
C9 C10 C11 C24 . . . . 1.7(3) ?
C9 C10 C11 C12 . . . . -176.32(19) ?
C10 C11 C12 C23 . . . . 29.7(3) ?
C24 C11 C12 C23 . . . . -148.3(2) ?
C10 C11 C12 C13 . . . . -153.9(2) ?
C24 C11 C12 C13 . . . . 28.1(3) ?
C23 C12 C13 C14 . . . . 1.7(3) ?
C11 C12 C13 C14 . . . . -174.8(2) ?
C12 C13 C14 C15 . . . . -0.6(4) ?
C13 C14 C15 C22 . . . . -0.7(4) ?
C3 C4 C16 C17 . . . . 0.3(3) ?
N1 C4 C16 C17 . . . . -179.5(2) ?
C2 C1 C17 C16 . . . . -1.7(3) ?
Br1 C1 C17 C16 . . . . 179.63(16) ?
C4 C16 C17 C1 . . . . 1.1(3) ?
N1 N2 C18 C26 . . . . -178.89(19) ?
N1 N2 C18 C6 . . . . 2.8(2) ?
C5 C6 C18 N2 . . . . -2.3(2) ?
C19 C6 C18 N2 . . . . 117.5(2) ?
C7 C6 C18 N2 . . . . -124.1(2) ?
C5 C6 C18 C26 . . . . 179.4(2) ?
C19 C6 C18 C26 . . . . -60.7(3) ?
C7 C6 C18 C26 . . . . 57.7(3) ?
C18 C6 C19 C20 . . . . 99.7(2) ?
C5 C6 C19 C20 . . . . -147.72(18) ?
C7 C6 C19 C20 . . . . -25.8(2) ?
C6 C19 C20 C21 . . . . 16.3(3) ?
C19 C20 C21 C7 . . . . 1.1(3) ?
C8 C7 C21 C20 . . . . -143.8(2) ?
C6 C7 C21 C20 . . . . -17.8(2) ?
C14 C15 C22 C23 . . . . 1.0(3) ?
C15 C22 C23 C12 . . . . 0.1(3) ?
C13 C12 C23 C22 . . . . -1.5(3) ?
C11 C12 C23 C22 . . . . 175.0(2) ?
C10 C11 C24 C25 . . . . -0.8(3) ?
C12 C11 C24 C25 . . . . 177.2(2) ?
C11 C24 C25 C8 . . . . -1.4(3) ?
C9 C8 C25 C24 . . . . 2.7(3) ?
C7 C8 C25 C24 . . . . -176.0(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C16 H3 O1 . 0.95 2.37 2.930(3) 117.5 ?



####################################################################### 
# 
# 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_szh_x2
_database_code_depnum_ccdc_archive 'CCDC 2012368'
loop_
_audit_author_name
_audit_author_address
'Deng Yu-Hua'
;Yunnan University
China
;
_audit_update_record             
;
2020-06-26 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C26 H21 Br N2 O'
_chemical_formula_sum            'C26 H21 Br N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         457.36
_chemical_absolute_configuration ad

_chemical_melting_point          ?

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

_cell_length_a                   6.08550(10)
_cell_length_b                   15.9623(4)
_cell_length_c                   21.2691(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2066.05(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      3.4619
_cell_measurement_theta_max      72.3890
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936

_exptl_absorpt_coefficient_mu    2.866
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.20
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            14666
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         72.38
_diffrn_reflns_theta_full        72.38
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;
;

_reflns_number_total             3980
_reflns_number_gt                3920
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0734
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_number_reflns         3980
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+0.1983P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.491
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1554 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.039(7)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 1.19269(6) 0.33024(2) 0.46191(2) 0.04581(12) Uani d . . . 1 . .
O O1 0.3873(3) 0.56239(12) 0.29877(9) 0.0379(4) Uani d . . . 1 . .
N N1 0.6830(4) 0.49679(13) 0.25002(9) 0.0309(4) Uani d . . . 1 . .
N N2 0.7616(3) 0.48782(13) 0.18766(9) 0.0303(4) Uani d . . . 1 . .
C C1 1.0328(5) 0.38290(17) 0.39591(12) 0.0354(5) Uani d . . . 1 . .
C C2 0.8346(5) 0.42153(17) 0.40891(12) 0.0386(6) Uani d . . . 1 . .
H H2 0.779655 0.422322 0.450717 0.046 Uiso calc U . R 1 . .
C C3 0.7161(5) 0.45909(17) 0.36098(12) 0.0360(5) Uani d . . . 1 . .
H H3 0.579971 0.485812 0.369749 0.043 Uiso calc U . R 1 . .
C C4 0.7986(4) 0.45739(14) 0.29928(11) 0.0303(5) Uani d . . . 1 . .
C C5 0.5012(4) 0.54871(15) 0.25321(12) 0.0304(5) Uani d . . . 1 . .
C C6 0.4750(4) 0.58429(16) 0.18734(12) 0.0301(5) Uani d . . . 1 . .
C C7 0.5409(4) 0.68115(15) 0.18339(11) 0.0294(5) Uani d . . . 1 . .
H H7 0.681856 0.685992 0.159502 0.035 Uiso calc U . R 1 . .
C C8 0.5702(4) 0.72320(15) 0.24677(12) 0.0287(5) Uani d . . . 1 . .
C C9 0.3976(4) 0.76376(16) 0.27671(12) 0.0299(5) Uani d . . . 1 . .
H H17 0.258674 0.767262 0.256517 0.036 Uiso calc U . R 1 . .
C C10 0.4254(4) 0.79924(15) 0.33572(12) 0.0303(5) Uani d . . . 1 . .
H H16 0.304935 0.82657 0.355364 0.036 Uiso calc U . R 1 . .
C C11 0.6267(4) 0.79548(15) 0.36661(11) 0.0290(5) Uani d . . . 1 . .
C C12 0.6517(4) 0.83238(15) 0.43052(11) 0.0296(5) Uani d . . . 1 . .
C C13 0.4804(4) 0.82725(16) 0.47421(12) 0.0323(5) Uani d . . . 1 . .
H H13 0.347785 0.799579 0.463072 0.039 Uiso calc U . R 1 . .
C C14 0.5021(5) 0.86209(16) 0.53356(13) 0.0351(5) Uani d . . . 1 . .
H H12 0.383444 0.858806 0.562484 0.042 Uiso calc U . R 1 . .
C C15 0.6958(5) 0.90179(17) 0.55115(12) 0.0379(5) Uani d . . . 1 . .
H H1 0.71073 0.925197 0.591992 0.045 Uiso calc U . R 1 . .
C C16 0.6427(4) 0.53405(15) 0.15233(11) 0.0298(5) Uani d . . . 1 . .
C C17 0.6769(5) 0.53864(17) 0.08287(11) 0.0358(5) Uani d . . . 1 . .
H H4 0.81075 0.508001 0.07159 0.054 Uiso calc U . R 1 . .
H H5 0.69167 0.597369 0.070123 0.054 Uiso calc U . R 1 . .
H H6 0.550642 0.513564 0.061328 0.054 Uiso calc U . R 1 . .
C C18 0.3589(5) 0.71689(17) 0.14366(12) 0.0341(5) Uani d . . . 1 . .
H H8 0.35898 0.772778 0.128307 0.041 Uiso calc U . R 1 . .
C C19 0.1992(5) 0.66308(18) 0.13222(12) 0.0365(5) Uani d . . . 1 . .
H H9 0.073587 0.675983 0.107519 0.044 Uiso calc U . R 1 . .
C C20 0.2371(4) 0.57929(18) 0.16242(14) 0.0369(6) Uani d . . . 1 . .
H H10 0.221583 0.533516 0.131326 0.044 Uiso calc U . R 1 . .
H H11 0.132012 0.569781 0.197222 0.044 Uiso calc U . R 1 . .
C C21 0.7730(4) 0.71986(16) 0.27707(12) 0.0307(5) Uani d . . . 1 . .
H H19 0.8932 0.692652 0.257191 0.037 Uiso calc U . R 1 . .
C C22 0.8016(4) 0.75589(15) 0.33612(11) 0.0300(5) Uani d . . . 1 . .
H H18 0.941487 0.75355 0.355883 0.036 Uiso calc U . R 1 . .
C C23 0.8456(4) 0.87299(16) 0.44824(12) 0.0340(5) Uani d . . . 1 . .
H H15 0.96339 0.877523 0.419126 0.041 Uiso calc U . R 1 . .
C C24 0.8673(5) 0.90680(17) 0.50816(14) 0.0373(6) Uani d . . . 1 . .
H H14 1.000641 0.933567 0.519837 0.045 Uiso calc U . R 1 . .
C C25 0.9980(4) 0.41750(16) 0.28688(12) 0.0329(5) Uani d . . . 1 . .
H H21 1.053219 0.415781 0.245122 0.039 Uiso calc U . R 1 . .
C C26 1.1160(5) 0.38032(16) 0.33523(13) 0.0347(5) Uani d . . . 1 . .
H H20 1.252148 0.353418 0.326878 0.042 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C1 . 1.904(3) ?
O1 C5 . 1.211(3) ?
N1 C5 . 1.384(3) ?
N1 C4 . 1.410(3) ?
N1 N2 . 1.417(3) ?
N2 C16 . 1.278(3) ?
C1 C2 . 1.383(4) ?
C1 C26 . 1.387(4) ?
C2 C3 . 1.385(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.405(3) ?
C3 H3 . 0.95 ?
C4 C25 . 1.396(4) ?
C5 C6 . 1.520(4) ?
C6 C16 . 1.497(4) ?
C6 C20 . 1.544(3) ?
C6 C7 . 1.599(3) ?
C7 C18 . 1.506(4) ?
C7 C8 . 1.516(3) ?
C7 H7 . 1.0 ?
C8 C9 . 1.389(4) ?
C8 C21 . 1.393(4) ?
C9 C10 . 1.387(4) ?
C9 H17 . 0.95 ?
C10 C11 . 1.391(4) ?
C10 H16 . 0.95 ?
C11 C22 . 1.398(4) ?
C11 C12 . 1.489(3) ?
C12 C23 . 1.398(4) ?
C12 C13 . 1.399(4) ?
C13 C14 . 1.386(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.390(4) ?
C14 H12 . 0.95 ?
C15 C24 . 1.390(4) ?
C15 H1 . 0.95 ?
C16 C17 . 1.494(3) ?
C17 H4 . 0.98 ?
C17 H5 . 0.98 ?
C17 H6 . 0.98 ?
C18 C19 . 1.320(4) ?
C18 H8 . 0.95 ?
C19 C20 . 1.502(4) ?
C19 H9 . 0.95 ?
C20 H10 . 0.99 ?
C20 H11 . 0.99 ?
C21 C22 . 1.392(3) ?
C21 H19 . 0.95 ?
C22 H18 . 0.95 ?
C23 C24 . 1.390(4) ?
C23 H15 . 0.95 ?
C24 H14 . 0.95 ?
C25 C26 . 1.388(4) ?
C25 H21 . 0.95 ?
C26 H20 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 N1 C4 . . 129.0(2) ?
C5 N1 N2 . . 112.1(2) ?
C4 N1 N2 . . 118.8(2) ?
C16 N2 N1 . . 107.5(2) ?
C2 C1 C26 . . 121.2(3) ?
C2 C1 Br1 . . 119.7(2) ?
C26 C1 Br1 . . 119.1(2) ?
C1 C2 C3 . . 120.0(2) ?
C1 C2 H2 . . 120.0 ?
C3 C2 H2 . . 120.0 ?
C2 C3 C4 . . 119.5(3) ?
C2 C3 H3 . . 120.2 ?
C4 C3 H3 . . 120.2 ?
C25 C4 C3 . . 119.7(2) ?
C25 C4 N1 . . 119.8(2) ?
C3 C4 N1 . . 120.5(2) ?
O1 C5 N1 . . 127.2(2) ?
O1 C5 C6 . . 127.6(2) ?
N1 C5 C6 . . 105.2(2) ?
C16 C6 C5 . . 100.8(2) ?
C16 C6 C20 . . 116.2(2) ?
C5 C6 C20 . . 113.3(2) ?
C16 C6 C7 . . 108.7(2) ?
C5 C6 C7 . . 112.5(2) ?
C20 C6 C7 . . 105.5(2) ?
C18 C7 C8 . . 114.7(2) ?
C18 C7 C6 . . 102.2(2) ?
C8 C7 C6 . . 114.25(19) ?
C18 C7 H7 . . 108.5 ?
C8 C7 H7 . . 108.5 ?
C6 C7 H7 . . 108.5 ?
C9 C8 C21 . . 118.4(2) ?
C9 C8 C7 . . 121.7(2) ?
C21 C8 C7 . . 119.9(2) ?
C10 C9 C8 . . 120.9(2) ?
C10 C9 H17 . . 119.6 ?
C8 C9 H17 . . 119.6 ?
C9 C10 C11 . . 121.1(2) ?
C9 C10 H16 . . 119.4 ?
C11 C10 H16 . . 119.4 ?
C10 C11 C22 . . 118.1(2) ?
C10 C11 C12 . . 120.3(2) ?
C22 C11 C12 . . 121.6(2) ?
C23 C12 C13 . . 118.5(2) ?
C23 C12 C11 . . 121.1(2) ?
C13 C12 C11 . . 120.5(2) ?
C14 C13 C12 . . 120.7(2) ?
C14 C13 H13 . . 119.6 ?
C12 C13 H13 . . 119.6 ?
C13 C14 C15 . . 120.6(3) ?
C13 C14 H12 . . 119.7 ?
C15 C14 H12 . . 119.7 ?
C14 C15 C24 . . 119.1(2) ?
C14 C15 H1 . . 120.5 ?
C24 C15 H1 . . 120.5 ?
N2 C16 C17 . . 122.1(2) ?
N2 C16 C6 . . 113.8(2) ?
C17 C16 C6 . . 124.1(2) ?
C16 C17 H4 . . 109.5 ?
C16 C17 H5 . . 109.5 ?
H4 C17 H5 . . 109.5 ?
C16 C17 H6 . . 109.5 ?
H4 C17 H6 . . 109.5 ?
H5 C17 H6 . . 109.5 ?
C19 C18 C7 . . 113.5(2) ?
C19 C18 H8 . . 123.3 ?
C7 C18 H8 . . 123.3 ?
C18 C19 C20 . . 112.8(2) ?
C18 C19 H9 . . 123.6 ?
C20 C19 H9 . . 123.6 ?
C19 C20 C6 . . 104.2(2) ?
C19 C20 H10 . . 110.9 ?
C6 C20 H10 . . 110.9 ?
C19 C20 H11 . . 110.9 ?
C6 C20 H11 . . 110.9 ?
H10 C20 H11 . . 108.9 ?
C22 C21 C8 . . 120.8(2) ?
C22 C21 H19 . . 119.6 ?
C8 C21 H19 . . 119.6 ?
C21 C22 C11 . . 120.7(2) ?
C21 C22 H18 . . 119.7 ?
C11 C22 H18 . . 119.7 ?
C24 C23 C12 . . 120.5(3) ?
C24 C23 H15 . . 119.8 ?
C12 C23 H15 . . 119.8 ?
C15 C24 C23 . . 120.6(3) ?
C15 C24 H14 . . 119.7 ?
C23 C24 H14 . . 119.7 ?
C26 C25 C4 . . 120.3(2) ?
C26 C25 H21 . . 119.8 ?
C4 C25 H21 . . 119.8 ?
C1 C26 C25 . . 119.2(3) ?
C1 C26 H20 . . 120.4 ?
C25 C26 H20 . . 120.4 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 N2 C16 . . . . 2.4(3) ?
C4 N1 N2 C16 . . . . -174.7(2) ?
C26 C1 C2 C3 . . . . -0.5(4) ?
Br1 C1 C2 C3 . . . . -179.2(2) ?
C1 C2 C3 C4 . . . . 0.1(4) ?
C2 C3 C4 C25 . . . . 0.4(4) ?
C2 C3 C4 N1 . . . . -178.6(2) ?
C5 N1 C4 C25 . . . . -170.4(2) ?
N2 N1 C4 C25 . . . . 6.2(3) ?
C5 N1 C4 C3 . . . . 8.6(4) ?
N2 N1 C4 C3 . . . . -174.8(2) ?
C4 N1 C5 O1 . . . . -10.2(4) ?
N2 N1 C5 O1 . . . . 173.1(2) ?
C4 N1 C5 C6 . . . . 170.1(2) ?
N2 N1 C5 C6 . . . . -6.6(3) ?
O1 C5 C6 C16 . . . . -172.1(3) ?
N1 C5 C6 C16 . . . . 7.6(2) ?
O1 C5 C6 C20 . . . . -47.3(4) ?
N1 C5 C6 C20 . . . . 132.4(2) ?
O1 C5 C6 C7 . . . . 72.3(3) ?
N1 C5 C6 C7 . . . . -108.0(2) ?
C16 C6 C7 C18 . . . . 112.7(2) ?
C5 C6 C7 C18 . . . . -136.5(2) ?
C20 C6 C7 C18 . . . . -12.5(2) ?
C16 C6 C7 C8 . . . . -122.8(2) ?
C5 C6 C7 C8 . . . . -12.0(3) ?
C20 C6 C7 C8 . . . . 112.0(2) ?
C18 C7 C8 C9 . . . . 26.0(3) ?
C6 C7 C8 C9 . . . . -91.6(3) ?
C18 C7 C8 C21 . . . . -155.7(2) ?
C6 C7 C8 C21 . . . . 86.8(3) ?
C21 C8 C9 C10 . . . . -0.8(4) ?
C7 C8 C9 C10 . . . . 177.6(2) ?
C8 C9 C10 C11 . . . . 0.2(4) ?
C9 C10 C11 C22 . . . . 0.9(4) ?
C9 C10 C11 C12 . . . . -178.7(2) ?
C10 C11 C12 C23 . . . . -142.9(2) ?
C22 C11 C12 C23 . . . . 37.5(3) ?
C10 C11 C12 C13 . . . . 36.9(3) ?
C22 C11 C12 C13 . . . . -142.7(3) ?
C23 C12 C13 C14 . . . . 0.4(4) ?
C11 C12 C13 C14 . . . . -179.4(2) ?
C12 C13 C14 C15 . . . . -0.9(4) ?
C13 C14 C15 C24 . . . . 0.6(4) ?
N1 N2 C16 C17 . . . . -178.8(2) ?
N1 N2 C16 C6 . . . . 3.2(3) ?
C5 C6 C16 N2 . . . . -6.9(3) ?
C20 C6 C16 N2 . . . . -129.7(2) ?
C7 C6 C16 N2 . . . . 111.5(2) ?
C5 C6 C16 C17 . . . . 175.2(2) ?
C20 C6 C16 C17 . . . . 52.3(3) ?
C7 C6 C16 C17 . . . . -66.4(3) ?
C8 C7 C18 C19 . . . . -116.5(3) ?
C6 C7 C18 C19 . . . . 7.7(3) ?
C7 C18 C19 C20 . . . . 0.7(3) ?
C18 C19 C20 C6 . . . . -9.1(3) ?
C16 C6 C20 C19 . . . . -107.5(3) ?
C5 C6 C20 C19 . . . . 136.5(2) ?
C7 C6 C20 C19 . . . . 13.0(3) ?
C9 C8 C21 C22 . . . . 0.4(4) ?
C7 C8 C21 C22 . . . . -178.1(2) ?
C8 C21 C22 C11 . . . . 0.7(4) ?
C10 C11 C22 C21 . . . . -1.3(4) ?
C12 C11 C22 C21 . . . . 178.3(2) ?
C13 C12 C23 C24 . . . . 0.5(4) ?
C11 C12 C23 C24 . . . . -179.7(2) ?
C14 C15 C24 C23 . . . . 0.3(4) ?
C12 C23 C24 C15 . . . . -0.9(4) ?
C3 C4 C25 C26 . . . . -0.7(4) ?
N1 C4 C25 C26 . . . . 178.4(2) ?
C2 C1 C26 C25 . . . . 0.2(4) ?
Br1 C1 C26 C25 . . . . 179.0(2) ?
C4 C25 C26 C1 . . . . 0.4(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C3 H3 O1 . 0.95 2.27 2.910(4) 124.2 ?



