# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2099489'
loop_
_audit_author_name
_audit_author_address
'Tadashi Hyodo'
;Tokushima Bunri University
Japan
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H50 Br4 Cl6 N4 O4'
_chemical_formula_weight         1363.33

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   10.6218(8)
_cell_length_b                   11.3383(8)
_cell_length_c                   12.3181(9)
_cell_angle_alpha                68.588(2)
_cell_angle_beta                 88.724(2)
_cell_angle_gamma                85.755(2)
_cell_volume                     1377.31(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      78.44

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_F_000             682
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    6.645
_shelx_estimated_absorpt_T_min   0.381
_shelx_estimated_absorpt_T_max   0.503
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4496
_exptl_absorpt_correction_T_max  0.6692
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            19021
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.854
_diffrn_reflns_theta_max         79.733
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measured_fraction_theta_full 0.886
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_Laue_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_point_group_measured_fraction_full 0.886
_reflns_number_total             5454
_reflns_number_gt                5346
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_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)+(0.0804P)²+17.0489P] 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         5454
_refine_ls_number_parameters     374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.2071
_refine_ls_wR_factor_gt          0.2067
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
C1A C 0.5912(14) 0.5705(15) 0.2323(13) 0.057(3) Uani 0.7 1 d . . P A -1
H1AA H 0.579649 0.504290 0.310045 0.068 Uiso 0.7 1 calc R U P A -1
H1AB H 0.513155 0.627561 0.212851 0.068 Uiso 0.7 1 calc R U P A -1
Cl1A Cl 0.6118(3) 0.4983(3) 0.1305(3) 0.0504(7) Uani 0.7 1 d . . P A -1
Cl2A Cl 0.7176(3) 0.6586(3) 0.2395(3) 0.0536(8) Uani 0.7 1 d . . P A -1
C1B C 0.785(2) 0.360(3) 0.564(3) 0.051(5) Uani 0.5 1 d . . P B -2
H1BA H 0.773744 0.316591 0.507861 0.062 Uiso 0.5 1 calc R U P B -2
H1BB H 0.791809 0.293753 0.642886 0.062 Uiso 0.5 1 calc R U P B -2
Cl1B Cl 0.9289(4) 0.4393(5) 0.5301(4) 0.0493(10) Uani 0.5 1 d . . P B -2
Cl2B Cl 0.6559(5) 0.4628(7) 0.5565(5) 0.0635(14) Uani 0.5 1 d . . P B -2
C1C C 0.694(3) 0.390(3) 0.604(3) 0.051(5) Uani 0.3 1 d . . P C -3
H1CA H 0.715521 0.386240 0.683153 0.062 Uiso 0.3 1 calc R U P C -3
H1CB H 0.620659 0.339206 0.610630 0.062 Uiso 0.3 1 calc R U P C -3
Cl1C Cl 0.8155(10) 0.3280(13) 0.5517(11) 0.051(3) Uani 0.3 1 d . . P C -3
Cl2C Cl 0.6527(9) 0.5565(8) 0.5096(10) 0.076(3) Uani 0.3 1 d . . P C -3
C1 C 1.0068(5) 0.8244(6) 0.6161(5) 0.0221(12) Uani 1 1 d . . . . .
H1A H 1.023775 0.790137 0.553494 0.027 Uiso 1 1 calc R U . . .
H1AC H 1.033376 0.912339 0.588238 0.027 Uiso 1 1 calc R U . . .
C2 C 1.0827(5) 0.7429(6) 0.7252(6) 0.0227(12) Uani 1 1 d . . . . .
H2 H 1.174606 0.742608 0.705840 0.027 Uiso 1 1 calc R U . . .
C3 C 1.0415(5) 0.6069(6) 0.7667(5) 0.0207(12) Uani 1 1 d . . . . .
H3A H 1.092286 0.553014 0.835705 0.025 Uiso 1 1 calc R U . . .
H3AB H 1.057282 0.572163 0.704232 0.025 Uiso 1 1 calc R U . . .
C4 C 0.9002(5) 0.6026(5) 0.7985(5) 0.0186(11) Uani 1 1 d . . . . .
C5 C 0.8242(5) 0.6863(5) 0.6887(5) 0.0187(11) Uani 1 1 d . . . . .
H5A H 0.733018 0.685969 0.707368 0.022 Uiso 1 1 calc R U . . .
H5AB H 0.838001 0.650452 0.626846 0.022 Uiso 1 1 calc R U . . .
C6 C 0.8783(6) 0.6599(6) 0.8938(5) 0.0218(12) Uani 1 1 d . . . . .
H6A H 0.787696 0.659649 0.914632 0.026 Uiso 1 1 calc R U . . .
H6AB H 0.927186 0.607365 0.964568 0.026 Uiso 1 1 calc R U . . .
C7 C -0.0598(6) 0.2036(6) 0.1782(6) 0.0265(13) Uani 1 1 d . . . . .
H7A H -0.109403 0.256287 0.107969 0.032 Uiso 1 1 calc R U . . .
H7AB H -0.087090 0.115912 0.204346 0.032 Uiso 1 1 calc R U . . .
C8 C 0.0809(6) 0.2035(6) 0.1493(5) 0.0229(12) Uani 1 1 d . . . . .
H8 H 0.096895 0.167387 0.086949 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1579(6) 0.1226(6) 0.2590(5) 0.0212(12) Uani 1 1 d . . . . .
H9A H 0.133114 0.033997 0.286102 0.025 Uiso 1 1 calc R U . . .
H9AB H 0.248791 0.121947 0.239359 0.025 Uiso 1 1 calc R U . . .
C10 C 0.1362(5) 0.1748(5) 0.3569(5) 0.0185(11) Uani 1 1 d . . . . .
C11 C 0.8572(5) 0.4677(6) 0.8399(5) 0.0196(11) Uani 1 1 d . . . . .
C12 C 0.9341(6) 0.3680(6) 0.8276(5) 0.0220(12) Uani 1 1 d . . . . .
H12 H 1.014808 0.383981 0.792702 0.026 Uiso 1 1 calc R U . . .
C13 C 0.8939(6) 0.2457(6) 0.8658(5) 0.0228(12) Uani 1 1 d . . . . .
C14 C 0.7780(6) 0.2194(6) 0.9197(5) 0.0229(12) Uani 1 1 d . . . . .
C15 C 0.7000(6) 0.3161(6) 0.9318(6) 0.0268(13) Uani 1 1 d . . . . .
H15 H 0.620003 0.298824 0.967911 0.032 Uiso 1 1 calc R U . . .
C16 C 0.7384(6) 0.4394(6) 0.8908(6) 0.0257(13) Uani 1 1 d . . . . .
H16 H 0.682884 0.506007 0.897540 0.031 Uiso 1 1 calc R U . . .
C17 C 0.6644(5) 0.0506(6) 0.9118(5) 0.0209(12) Uani 1 1 d . . . . .
C18 C 0.6326(6) -0.0749(6) 0.9674(5) 0.0215(12) Uani 1 1 d . . . . .
H18 H 0.670853 -0.125706 1.039978 0.026 Uiso 1 1 calc R U . . .
C19 C 0.5013(5) -0.0497(6) 0.8169(5) 0.0207(12) Uani 1 1 d . . . . .
C20 C 0.5360(6) 0.0733(6) 0.7601(5) 0.0212(12) Uani 1 1 d . . . . .
H20 H 0.500803 0.122720 0.685707 0.025 Uiso 1 1 calc R U . . .
C21 C 0.3513(5) -0.0375(6) 0.6721(5) 0.0213(12) Uani 1 1 d . . . . .
C22 C 0.3586(5) -0.0760(5) 0.5776(5) 0.0203(12) Uani 1 1 d . . . . .
C23 C 0.2887(5) -0.0092(5) 0.4764(5) 0.0187(11) Uani 1 1 d . . . . .
H23 H 0.294239 -0.037473 0.412589 0.022 Uiso 1 1 calc R U . . .
C24 C 0.2108(5) 0.0987(6) 0.4676(5) 0.0197(12) Uani 1 1 d . . . . .
C25 C 0.2026(6) 0.1341(6) 0.5653(6) 0.0239(12) Uani 1 1 d . . . . .
H25 H 0.148728 0.206017 0.562314 0.029 Uiso 1 1 calc R U . . .
C26 C 0.2707(6) 0.0672(6) 0.6661(6) 0.0243(13) Uani 1 1 d . . . . .
H26 H 0.262441 0.092798 0.731369 0.029 Uiso 1 1 calc R U . . .
N1 N 0.6188(5) 0.1238(5) 0.8090(4) 0.0221(10) Uani 1 1 d . . . . .
N2 N 0.5494(5) -0.1238(5) 0.9197(4) 0.0220(10) Uani 1 1 d . . . . .
O1 O 0.7463(4) 0.0936(4) 0.9700(4) 0.0265(10) Uani 1 1 d . . . . .
O2 O 0.4185(4) -0.1086(4) 0.7733(4) 0.0257(9) Uani 1 1 d . . . . .
Br2 Br 0.46283(6) -0.22030(6) 0.58441(6) 0.0254(2) Uani 1 1 d . . . . .
Br1A Br 1.0012(4) 0.1168(3) 0.8435(2) 0.029(2) Uani 0.79(9) 1 d . . P D 1
Br1B Br 0.995(3) 0.1158(15) 0.839(2) 0.073(14) Uani 0.21(9) 1 d . . P D 2


_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
C1A Cl1A 1.732(15) . ?
C1A Cl2A 1.754(13) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C1B Cl2B 1.72(3) . ?
C1B Cl1B 1.79(3) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C1C Cl1C 1.65(4) . ?
C1C Cl2C 1.85(4) . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C1 C2 1.530(8) . ?
C1 C10 1.547(8) 2_666 ?
C1 H1A 0.9900 . ?
C1 H1AC 0.9900 . ?
C2 C7 1.528(9) 2_666 ?
C2 C3 1.532(8) . ?
C2 H2 1.0000 . ?
C3 C4 1.542(7) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C11 1.528(8) . ?
C4 C6 1.542(8) . ?
C4 C5 1.543(8) . ?
C5 C10 1.553(8) 2_666 ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 C8 1.535(8) 2_666 ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.529(9) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C9 1.539(8) . ?
C8 H8 1.0000 . ?
C9 C10 1.533(8) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C24 1.523(8) . ?
C11 C12 1.397(9) . ?
C11 C16 1.402(8) . ?
C12 C13 1.388(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(9) . ?
C13 Br1A 1.882(7) . ?
C13 Br1B 1.885(18) . ?
C14 C15 1.375(10) . ?
C14 O1 1.397(7) . ?
C15 C16 1.391(9) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 N1 1.314(8) . ?
C17 O1 1.361(7) . ?
C17 C18 1.399(8) . ?
C18 N2 1.329(8) . ?
C18 H18 0.9500 . ?
C19 N2 1.327(8) . ?
C19 O2 1.369(7) . ?
C19 C20 1.387(8) . ?
C20 N1 1.347(8) . ?
C20 H20 0.9500 . ?
C21 C22 1.384(9) . ?
C21 O2 1.391(7) . ?
C21 C26 1.392(9) . ?
C22 C23 1.395(8) . ?
C22 Br2 1.883(6) . ?
C23 C24 1.397(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.400(9) . ?
C25 C26 1.382(9) . ?
C25 H25 0.9500 . ?
C26 H26 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
Cl1A C1A Cl2A 113.8(8) . . ?
Cl1A C1A H1AA 108.8 . . ?
Cl2A C1A H1AA 108.8 . . ?
Cl1A C1A H1AB 108.8 . . ?
Cl2A C1A H1AB 108.8 . . ?
H1AA C1A H1AB 107.7 . . ?
Cl2B C1B Cl1B 112.0(17) . . ?
Cl2B C1B H1BA 109.2 . . ?
Cl1B C1B H1BA 109.2 . . ?
Cl2B C1B H1BB 109.2 . . ?
Cl1B C1B H1BB 109.2 . . ?
H1BA C1B H1BB 107.9 . . ?
Cl1C C1C Cl2C 111(2) . . ?
Cl1C C1C H1CA 109.3 . . ?
Cl2C C1C H1CA 109.3 . . ?
Cl1C C1C H1CB 109.3 . . ?
Cl2C C1C H1CB 109.3 . . ?
H1CA C1C H1CB 108.0 . . ?
C2 C1 C10 110.5(5) . 2_666 ?
C2 C1 H1A 109.5 . . ?
C10 C1 H1A 109.5 2_666 . ?
C2 C1 H1AC 109.5 . . ?
C10 C1 H1AC 109.5 2_666 . ?
H1A C1 H1AC 108.1 . . ?
C7 C2 C1 110.2(5) 2_666 . ?
C7 C2 C3 109.6(5) 2_666 . ?
C1 C2 C3 109.0(5) . . ?
C7 C2 H2 109.4 2_666 . ?
C1 C2 H2 109.4 . . ?
C3 C2 H2 109.4 . . ?
C2 C3 C4 111.2(5) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3AB 109.4 . . ?
C4 C3 H3AB 109.4 . . ?
H3A C3 H3AB 108.0 . . ?
C11 C4 C6 110.7(5) . . ?
C11 C4 C3 112.0(5) . . ?
C6 C4 C3 108.1(5) . . ?
C11 C4 C5 109.2(5) . . ?
C6 C4 C5 108.8(5) . . ?
C3 C4 C5 107.9(5) . . ?
C4 C5 C10 111.4(5) . 2_666 ?
C4 C5 H5A 109.3 . . ?
C10 C5 H5A 109.3 2_666 . ?
C4 C5 H5AB 109.3 . . ?
C10 C5 H5AB 109.3 2_666 . ?
H5A C5 H5AB 108.0 . . ?
C8 C6 C4 110.5(5) 2_666 . ?
C8 C6 H6A 109.6 2_666 . ?
C4 C6 H6A 109.6 . . ?
C8 C6 H6AB 109.6 2_666 . ?
C4 C6 H6AB 109.6 . . ?
H6A C6 H6AB 108.1 . . ?
C2 C7 C8 108.9(5) 2_666 . ?
C2 C7 H7A 109.9 2_666 . ?
C8 C7 H7A 109.9 . . ?
C2 C7 H7AB 109.9 2_666 . ?
C8 C7 H7AB 109.9 . . ?
H7A C7 H7AB 108.3 . . ?
C7 C8 C6 109.6(5) . 2_666 ?
C7 C8 C9 109.8(5) . . ?
C6 C8 C9 109.1(5) 2_666 . ?
C7 C8 H8 109.4 . . ?
C6 C8 H8 109.4 2_666 . ?
C9 C8 H8 109.4 . . ?
C10 C9 C8 111.2(5) . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9AB 109.4 . . ?
C8 C9 H9AB 109.4 . . ?
H9A C9 H9AB 108.0 . . ?
C24 C10 C9 113.5(5) . . ?
C24 C10 C1 109.9(5) . 2_666 ?
C9 C10 C1 107.8(5) . 2_666 ?
C24 C10 C5 108.8(5) . 2_666 ?
C9 C10 C5 108.0(5) . 2_666 ?
C1 C10 C5 108.9(5) 2_666 2_666 ?
C12 C11 C16 117.5(6) . . ?
C12 C11 C4 121.3(5) . . ?
C16 C11 C4 121.2(5) . . ?
C13 C12 C11 120.7(6) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 120.7(6) . . ?
C14 C13 Br1A 121.0(5) . . ?
C12 C13 Br1A 118.3(5) . . ?
C14 C13 Br1B 119.7(8) . . ?
C12 C13 Br1B 119.6(8) . . ?
C15 C14 C13 119.7(6) . . ?
C15 C14 O1 120.5(6) . . ?
C13 C14 O1 119.5(6) . . ?
C14 C15 C16 119.8(6) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.5(6) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
N1 C17 O1 121.3(5) . . ?
N1 C17 C18 122.4(6) . . ?
O1 C17 C18 116.3(5) . . ?
N2 C18 C17 120.7(6) . . ?
N2 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
N2 C19 O2 113.2(5) . . ?
N2 C19 C20 122.1(6) . . ?
O2 C19 C20 124.8(5) . . ?
N1 C20 C19 120.9(6) . . ?
N1 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 O2 119.4(5) . . ?
C22 C21 C26 119.0(6) . . ?
O2 C21 C26 121.5(6) . . ?
C21 C22 C23 120.7(5) . . ?
C21 C22 Br2 120.2(5) . . ?
C23 C22 Br2 119.1(5) . . ?
C22 C23 C24 120.9(6) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C25 117.5(6) . . ?
C23 C24 C10 121.7(6) . . ?
C25 C24 C10 120.8(5) . . ?
C26 C25 C24 121.7(6) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C21 120.2(6) . . ?
C25 C26 H26 119.9 . . ?
C21 C26 H26 119.9 . . ?
C17 N1 C20 116.7(5) . . ?
C19 N2 C18 117.1(5) . . ?
C17 O1 C14 118.5(5) . . ?
C19 O2 C21 118.9(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
C10 C1 C2 C7 -60.5(6) 2_666 . . 2_666 ?
C10 C1 C2 C3 59.7(7) 2_666 . . . ?
C7 C2 C3 C4 59.7(6) 2_666 . . . ?
C1 C2 C3 C4 -61.0(7) . . . . ?
C2 C3 C4 C11 179.9(5) . . . . ?
C2 C3 C4 C6 -57.8(6) . . . . ?
C2 C3 C4 C5 59.6(6) . . . . ?
C11 C4 C5 C10 179.7(5) . . . 2_666 ?
C6 C4 C5 C10 58.8(6) . . . 2_666 ?
C3 C4 C5 C10 -58.3(6) . . . 2_666 ?
C11 C4 C6 C8 -178.8(5) . . . 2_666 ?
C3 C4 C6 C8 58.2(6) . . . 2_666 ?
C5 C4 C6 C8 -58.8(6) . . . 2_666 ?
C2 C7 C8 C6 -60.8(6) 2_666 . . 2_666 ?
C2 C7 C8 C9 59.0(6) 2_666 . . . ?
C7 C8 C9 C10 -59.9(6) . . . . ?
C6 C8 C9 C10 60.2(6) 2_666 . . . ?
C8 C9 C10 C24 -179.7(5) . . . . ?
C8 C9 C10 C1 58.4(6) . . . 2_666 ?
C8 C9 C10 C5 -59.0(6) . . . 2_666 ?
C6 C4 C11 C12 -131.8(6) . . . . ?
C3 C4 C11 C12 -11.0(8) . . . . ?
C5 C4 C11 C12 108.4(6) . . . . ?
C6 C4 C11 C16 48.8(7) . . . . ?
C3 C4 C11 C16 169.5(6) . . . . ?
C5 C4 C11 C16 -71.0(7) . . . . ?
C16 C11 C12 C13 -0.7(9) . . . . ?
C4 C11 C12 C13 179.9(6) . . . . ?
C11 C12 C13 C14 -1.7(9) . . . . ?
C11 C12 C13 Br1A 178.8(5) . . . . ?
C11 C12 C13 Br1B 176.0(13) . . . . ?
C12 C13 C14 C15 2.4(9) . . . . ?
Br1A C13 C14 C15 -178.1(5) . . . . ?
Br1B C13 C14 C15 -175.3(13) . . . . ?
C12 C13 C14 O1 -172.2(6) . . . . ?
Br1A C13 C14 O1 7.2(8) . . . . ?
Br1B C13 C14 O1 10.1(15) . . . . ?
C13 C14 C15 C16 -0.7(10) . . . . ?
O1 C14 C15 C16 173.9(6) . . . . ?
C14 C15 C16 C11 -1.8(10) . . . . ?
C12 C11 C16 C15 2.4(9) . . . . ?
C4 C11 C16 C15 -178.2(6) . . . . ?
N1 C17 C18 N2 -3.0(9) . . . . ?
O1 C17 C18 N2 177.3(5) . . . . ?
N2 C19 C20 N1 -1.4(9) . . . . ?
O2 C19 C20 N1 -179.6(6) . . . . ?
O2 C21 C22 C23 177.7(5) . . . . ?
C26 C21 C22 C23 1.6(8) . . . . ?
O2 C21 C22 Br2 -2.0(7) . . . . ?
C26 C21 C22 Br2 -178.1(4) . . . . ?
C21 C22 C23 C24 0.6(8) . . . . ?
Br2 C22 C23 C24 -179.6(4) . . . . ?
C22 C23 C24 C25 -2.1(8) . . . . ?
C22 C23 C24 C10 178.5(5) . . . . ?
C9 C10 C24 C23 -1.1(7) . . . . ?
C1 C10 C24 C23 119.6(6) 2_666 . . . ?
C5 C10 C24 C23 -121.3(6) 2_666 . . . ?
C9 C10 C24 C25 179.5(5) . . . . ?
C1 C10 C24 C25 -59.8(7) 2_666 . . . ?
C5 C10 C24 C25 59.3(7) 2_666 . . . ?
C23 C24 C25 C26 1.4(9) . . . . ?
C10 C24 C25 C26 -179.2(5) . . . . ?
C24 C25 C26 C21 0.8(9) . . . . ?
C22 C21 C26 C25 -2.3(9) . . . . ?
O2 C21 C26 C25 -178.3(5) . . . . ?
O1 C17 N1 C20 -178.4(5) . . . . ?
C18 C17 N1 C20 1.9(9) . . . . ?
C19 C20 N1 C17 0.2(9) . . . . ?
O2 C19 N2 C18 178.8(5) . . . . ?
C20 C19 N2 C18 0.4(9) . . . . ?
C17 C18 N2 C19 1.7(9) . . . . ?
N1 C17 O1 C14 2.2(9) . . . . ?
C18 C17 O1 C14 -178.1(5) . . . . ?
C15 C14 O1 C17 82.2(8) . . . . ?
C13 C14 O1 C17 -103.1(7) . . . . ?
N2 C19 O2 C21 173.3(5) . . . . ?
C20 C19 O2 C21 -8.4(9) . . . . ?
C22 C21 O2 C19 124.3(6) . . . . ?
C26 C21 O2 C19 -59.7(8) . . . . ?

_refine_diff_density_max         1.473
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.123



####################################################################### 
# 
# 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_1d
_database_code_depnum_ccdc_archive 'CCDC 2099492'
loop_
_audit_author_name
_audit_author_address
'Tadashi Hyodo'
;Tokushima Bunri University
Japan
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H64 Br4 N4 O6'
_chemical_formula_weight         1256.79

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   7.803(2)
_cell_length_b                   11.554(3)
_cell_length_c                   15.741(4)
_cell_angle_alpha                72.604(5)
_cell_angle_beta                 89.478(5)
_cell_angle_gamma                83.484(5)
_cell_volume                     1345.0(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      78.44

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.101
_shelx_estimated_absorpt_T_min   0.639
_shelx_estimated_absorpt_T_max   0.685
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6060
_exptl_absorpt_correction_T_max  0.7411
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            16698
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         6.786
_diffrn_reflns_theta_max         79.659
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measured_fraction_theta_full 0.713
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_Laue_measured_fraction_full 0.713
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_point_group_measured_fraction_full 0.713
_reflns_number_total             5312
_reflns_number_gt                5180
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_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)+(0.0795P)²+2.8707P] 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         5312
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
C1 C 0.1095(4) 0.2537(3) 0.07503(19) 0.0221(6) Uani 1 1 d . . . . .
H1A H 0.045358 0.182525 0.081512 0.027 Uiso 1 1 calc R U . . .
H1AB H 0.110693 0.299744 0.010964 0.027 Uiso 1 1 calc R U . . .
C2 C 0.2940(4) 0.2103(3) 0.11114(19) 0.0205(6) Uani 1 1 d . . . . .
H2 H 0.351771 0.156549 0.077416 0.025 Uiso 1 1 calc R U . . .
C3 C 0.3946(4) 0.3212(3) 0.09935(19) 0.0187(6) Uani 1 1 d . . . . .
H3A H 0.515005 0.292925 0.121620 0.022 Uiso 1 1 calc R U . . .
H3AB H 0.397183 0.367421 0.035392 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3071(3) 0.4044(2) 0.15132(17) 0.0148(5) Uani 1 1 d . . . . .
C5 C 0.1210(4) 0.4459(2) 0.11520(18) 0.0170(5) Uani 1 1 d . . . . .
H5A H 0.122142 0.492744 0.051303 0.020 Uiso 1 1 calc R U . . .
H5AB H 0.062682 0.500251 0.147416 0.020 Uiso 1 1 calc R U . . .
C6 C 0.0208(4) 0.3356(3) 0.12662(19) 0.0192(6) Uani 1 1 d . . . . .
H6 H -0.099903 0.364598 0.102777 0.023 Uiso 1 1 calc R U . . .
C7 C 0.3035(4) 0.3284(2) 0.25093(18) 0.0154(5) Uani 1 1 d . . . . .
H7A H 0.423286 0.299754 0.274078 0.018 Uiso 1 1 calc R U . . .
H7AB H 0.249468 0.381167 0.285461 0.018 Uiso 1 1 calc R U . . .
C8 C 0.4080(4) 0.5132(3) 0.14255(17) 0.0158(5) Uani 1 1 d . . . . .
C9 C 0.5810(4) 0.4927(3) 0.1721(2) 0.0217(6) Uani 1 1 d . . . . .
H9 H 0.633582 0.411512 0.198161 0.026 Uiso 1 1 calc R U . . .
C10 C 0.6762(4) 0.5895(3) 0.1639(2) 0.0251(6) Uani 1 1 d . . . . .
H10 H 0.793842 0.574275 0.183212 0.030 Uiso 1 1 calc R U . . .
C11 C 0.6003(4) 0.7086(3) 0.12749(19) 0.0224(6) Uani 1 1 d . . . . .
C12 C 0.4288(4) 0.7300(3) 0.1006(2) 0.0223(6) Uani 1 1 d . . . . .
C13 C 0.3330(4) 0.6333(3) 0.10738(19) 0.0186(5) Uani 1 1 d . . . . .
H13 H 0.215466 0.649438 0.087821 0.022 Uiso 1 1 calc R U . . .
C14 C 0.7205(4) 0.8539(3) 0.17930(19) 0.0204(6) Uani 1 1 d . . . . .
C15 C 0.8412(4) 0.9370(3) 0.1674(2) 0.0275(7) Uani 1 1 d . . . . .
H15 H 0.906509 0.955105 0.114747 0.033 Uiso 1 1 calc R U . . .
C16 C 0.7699(4) 0.9611(3) 0.30116(18) 0.0186(6) Uani 1 1 d . . . . .
C17 C 0.6517(4) 0.8774(3) 0.31298(19) 0.0186(5) Uani 1 1 d . . . . .
H17 H 0.588325 0.857689 0.366211 0.022 Uiso 1 1 calc R U . . .
C18 C 0.7960(4) 0.9644(3) 0.45010(18) 0.0177(5) Uani 1 1 d . . . . .
C19 C 0.8690(4) 0.8440(3) 0.48584(19) 0.0199(6) Uani 1 1 d . . . . .
H19 H 0.917587 0.799526 0.447763 0.024 Uiso 1 1 calc R U . . .
C20 C 0.8705(4) 0.7887(3) 0.57749(19) 0.0190(6) Uani 1 1 d . . . . .
H20 H 0.920122 0.706200 0.600921 0.023 Uiso 1 1 calc R U . . .
C21 C 0.8016(4) 0.8505(3) 0.63606(18) 0.0163(5) Uani 1 1 d . . . . .
C22 C 0.7347(4) 0.9724(2) 0.59930(18) 0.0166(5) Uani 1 1 d . . . . .
H22 H 0.690580 1.018315 0.637297 0.020 Uiso 1 1 calc R U . . .
C23 C 0.7316(4) 1.0278(3) 0.50740(19) 0.0176(5) Uani 1 1 d . . . . .
C24 C 0.7981(4) 0.7832(2) 0.73553(18) 0.0160(5) Uani 1 1 d . . . . .
C25 C 0.9833(4) 0.7363(3) 0.77398(18) 0.0182(5) Uani 1 1 d . . . . .
H25A H 1.041138 0.682820 0.740935 0.022 Uiso 1 1 calc R U . . .
H25B H 1.050274 0.806300 0.766490 0.022 Uiso 1 1 calc R U . . .
C26 C 0.7088(4) 0.8631(3) 0.78922(19) 0.0196(6) Uani 1 1 d . . . . .
H26A H 0.589107 0.892315 0.766036 0.024 Uiso 1 1 calc R U . . .
H26B H 0.771030 0.935282 0.782287 0.024 Uiso 1 1 calc R U . . .
N1 N 0.8654(4) 0.9909(3) 0.22898(17) 0.0250(6) Uani 1 1 d . . . . .
N2 N 0.6256(3) 0.8241(2) 0.25076(16) 0.0191(5) Uani 1 1 d . . . . .
C1A C 0.6868(6) 0.5528(4) 0.4265(3) 0.0462(10) Uani 1 1 d . . . A -1
H1AA H 0.618678 0.608534 0.375572 0.069 Uiso 1 1 calc R U . A -1
H1AC H 0.691785 0.591709 0.473712 0.069 Uiso 1 1 calc R U . A -1
H1AD H 0.632762 0.477324 0.448910 0.069 Uiso 1 1 calc R U . A -1
C2A C 0.8648(5) 0.5239(3) 0.3979(3) 0.0357(8) Uani 1 1 d . . . A -1
H2AA H 0.931092 0.462085 0.447695 0.043 Uiso 1 1 calc R U . A -1
H2AB H 0.860003 0.489701 0.347474 0.043 Uiso 1 1 calc R U . A -1
C3A C 1.1113(5) 0.6142(4) 0.3341(3) 0.0398(9) Uani 1 1 d . . . A -1
H3AA H 1.095540 0.598176 0.276431 0.048 Uiso 1 1 calc R U . A -1
H3AC H 1.181607 0.542468 0.374438 0.048 Uiso 1 1 calc R U . A -1
C4A C 1.2030(5) 0.7258(5) 0.3199(3) 0.0452(10) Uani 1 1 d . . . A -1
H4AA H 1.311617 0.715344 0.289864 0.068 Uiso 1 1 calc R U . A -1
H4AB H 1.227407 0.737257 0.377667 0.068 Uiso 1 1 calc R U . A -1
H4AC H 1.129814 0.797488 0.283099 0.068 Uiso 1 1 calc R U . A -1
O1A O 0.9485(3) 0.6323(2) 0.37155(18) 0.0338(5) Uani 1 1 d . . . A -1
O1 O 0.7024(3) 0.8043(2) 0.11210(15) 0.0291(5) Uani 1 1 d . . . . .
O2 O 0.7924(3) 1.02565(19) 0.35971(13) 0.0247(5) Uani 1 1 d . . . . .
Br1 Br 0.32286(5) 0.89318(3) 0.05413(3) 0.03645(14) Uani 1 1 d . . . . .
Br2 Br 0.63500(4) 1.19370(3) 0.45948(2) 0.02253(13) Uani 1 1 d . . . . .


_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
C1 C2 1.525(4) . ?
C1 C6 1.527(4) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 C3 1.541(4) . ?
C2 C26 1.545(4) 2_666 ?
C2 H2 1.0000 . ?
C3 C4 1.540(4) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C8 1.529(4) . ?
C4 C5 1.534(4) . ?
C4 C7 1.553(4) . ?
C5 C6 1.535(4) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 C25 1.538(4) 2_666 ?
C6 H6 1.0000 . ?
C7 C24 1.550(4) 2_666 ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C13 1.392(4) . ?
C8 C9 1.404(4) . ?
C9 C10 1.385(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(5) . ?
C11 O1 1.398(3) . ?
C12 C13 1.391(4) . ?
C12 Br1 1.899(3) . ?
C13 H13 0.9500 . ?
C14 N2 1.321(4) . ?
C14 O1 1.361(3) . ?
C14 C15 1.392(4) . ?
C15 N1 1.325(4) . ?
C15 H15 0.9500 . ?
C16 N1 1.332(4) . ?
C16 O2 1.371(3) . ?
C16 C17 1.382(4) . ?
C17 N2 1.332(4) . ?
C17 H17 0.9500 . ?
C18 C23 1.381(4) . ?
C18 O2 1.386(3) . ?
C18 C19 1.391(4) . ?
C19 C20 1.392(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(4) . ?
C21 C24 1.527(4) . ?
C22 C23 1.395(4) . ?
C22 H22 0.9500 . ?
C23 Br2 1.905(3) . ?
C24 C26 1.536(4) . ?
C24 C25 1.546(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C1A C2A 1.489(6) . ?
C1A H1AA 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A H1AD 0.9800 . ?
C2A O1A 1.427(5) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A O1A 1.417(4) . ?
C3A C4A 1.502(6) . ?
C3A H3AA 0.9900 . ?
C3A H3AC 0.9900 . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 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
C2 C1 C6 109.3(2) . . ?
C2 C1 H1A 109.8 . . ?
C6 C1 H1A 109.8 . . ?
C2 C1 H1AB 109.8 . . ?
C6 C1 H1AB 109.8 . . ?
H1A C1 H1AB 108.3 . . ?
C1 C2 C3 109.7(2) . . ?
C1 C2 C26 109.6(2) . 2_666 ?
C3 C2 C26 110.0(2) . 2_666 ?
C1 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C26 C2 H2 109.2 2_666 . ?
C4 C3 C2 109.6(2) . . ?
C4 C3 H3A 109.7 . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3AB 109.7 . . ?
C2 C3 H3AB 109.7 . . ?
H3A C3 H3AB 108.2 . . ?
C8 C4 C5 111.5(2) . . ?
C8 C4 C3 110.4(2) . . ?
C5 C4 C3 108.2(2) . . ?
C8 C4 C7 109.4(2) . . ?
C5 C4 C7 109.0(2) . . ?
C3 C4 C7 108.2(2) . . ?
C4 C5 C6 110.7(2) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5AB 109.5 . . ?
C6 C5 H5AB 109.5 . . ?
H5A C5 H5AB 108.1 . . ?
C1 C6 C5 109.1(2) . . ?
C1 C6 C25 109.9(2) . 2_666 ?
C5 C6 C25 109.5(2) . 2_666 ?
C1 C6 H6 109.4 . . ?
C5 C6 H6 109.4 . . ?
C25 C6 H6 109.4 2_666 . ?
C24 C7 C4 112.0(2) 2_666 . ?
C24 C7 H7A 109.2 2_666 . ?
C4 C7 H7A 109.2 . . ?
C24 C7 H7AB 109.2 2_666 . ?
C4 C7 H7AB 109.2 . . ?
H7A C7 H7AB 107.9 . . ?
C13 C8 C9 118.2(3) . . ?
C13 C8 C4 122.2(2) . . ?
C9 C8 C4 119.6(3) . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 O1 121.0(3) . . ?
C10 C11 O1 119.2(3) . . ?
C11 C12 C13 120.6(3) . . ?
C11 C12 Br1 119.6(2) . . ?
C13 C12 Br1 119.8(2) . . ?
C12 C13 C8 120.5(3) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
N2 C14 O1 120.5(3) . . ?
N2 C14 C15 123.1(3) . . ?
O1 C14 C15 116.4(3) . . ?
N1 C15 C14 120.4(3) . . ?
N1 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
N1 C16 O2 114.0(2) . . ?
N1 C16 C17 122.6(3) . . ?
O2 C16 C17 123.3(3) . . ?
N2 C17 C16 120.9(3) . . ?
N2 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C23 C18 O2 118.3(3) . . ?
C23 C18 C19 118.7(3) . . ?
O2 C18 C19 122.9(3) . . ?
C18 C19 C20 119.9(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 122.1(3) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 H20 118.9 . . ?
C22 C21 C20 117.2(3) . . ?
C22 C21 C24 123.0(2) . . ?
C20 C21 C24 119.9(2) . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C18 C23 C22 121.3(3) . . ?
C18 C23 Br2 119.1(2) . . ?
C22 C23 Br2 119.6(2) . . ?
C21 C24 C26 112.8(2) . . ?
C21 C24 C25 110.6(2) . . ?
C26 C24 C25 108.8(2) . . ?
C21 C24 C7 108.9(2) . 2_666 ?
C26 C24 C7 107.4(2) . 2_666 ?
C25 C24 C7 108.2(2) . 2_666 ?
C6 C25 C24 110.5(2) 2_666 . ?
C6 C25 H25A 109.5 2_666 . ?
C24 C25 H25A 109.5 . . ?
C6 C25 H25B 109.5 2_666 . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C24 C26 C2 110.5(2) . 2_666 ?
C24 C26 H26A 109.6 . . ?
C2 C26 H26A 109.6 2_666 . ?
C24 C26 H26B 109.6 . . ?
C2 C26 H26B 109.6 2_666 . ?
H26A C26 H26B 108.1 . . ?
C15 N1 C16 116.7(3) . . ?
C14 N2 C17 116.3(2) . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
C2A C1A H1AD 109.5 . . ?
H1AA C1A H1AD 109.5 . . ?
H1AC C1A H1AD 109.5 . . ?
O1A C2A C1A 109.6(3) . . ?
O1A C2A H2AA 109.8 . . ?
C1A C2A H2AA 109.8 . . ?
O1A C2A H2AB 109.8 . . ?
C1A C2A H2AB 109.8 . . ?
H2AA C2A H2AB 108.2 . . ?
O1A C3A C4A 109.8(3) . . ?
O1A C3A H3AA 109.7 . . ?
C4A C3A H3AA 109.7 . . ?
O1A C3A H3AC 109.7 . . ?
C4A C3A H3AC 109.7 . . ?
H3AA C3A H3AC 108.2 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C3A O1A C2A 112.5(3) . . ?
C14 O1 C11 117.4(2) . . ?
C16 O2 C18 118.3(2) . . ?

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
C6 C1 C2 C3 -60.5(3) . . . . ?
C6 C1 C2 C26 60.3(3) . . . 2_666 ?
C1 C2 C3 C4 60.6(3) . . . . ?
C26 C2 C3 C4 -60.0(3) 2_666 . . . ?
C2 C3 C4 C8 178.4(2) . . . . ?
C2 C3 C4 C5 -59.2(3) . . . . ?
C2 C3 C4 C7 58.7(3) . . . . ?
C8 C4 C5 C6 -178.7(2) . . . . ?
C3 C4 C5 C6 59.7(3) . . . . ?
C7 C4 C5 C6 -57.8(3) . . . . ?
C2 C1 C6 C5 59.9(3) . . . . ?
C2 C1 C6 C25 -60.2(3) . . . 2_666 ?
C4 C5 C6 C1 -60.4(3) . . . . ?
C4 C5 C6 C25 60.0(3) . . . 2_666 ?
C8 C4 C7 C24 179.7(2) . . . 2_666 ?
C5 C4 C7 C24 57.5(3) . . . 2_666 ?
C3 C4 C7 C24 -60.0(3) . . . 2_666 ?
C5 C4 C8 C13 1.3(3) . . . . ?
C3 C4 C8 C13 121.6(3) . . . . ?
C7 C4 C8 C13 -119.4(3) . . . . ?
C5 C4 C8 C9 -179.9(2) . . . . ?
C3 C4 C8 C9 -59.6(3) . . . . ?
C7 C4 C8 C9 59.4(3) . . . . ?
C13 C8 C9 C10 -2.1(4) . . . . ?
C4 C8 C9 C10 179.1(3) . . . . ?
C8 C9 C10 C11 1.1(5) . . . . ?
C9 C10 C11 C12 0.8(4) . . . . ?
C9 C10 C11 O1 -174.1(3) . . . . ?
C10 C11 C12 C13 -1.9(4) . . . . ?
O1 C11 C12 C13 172.9(3) . . . . ?
C10 C11 C12 Br1 178.1(2) . . . . ?
O1 C11 C12 Br1 -7.1(4) . . . . ?
C11 C12 C13 C8 0.9(4) . . . . ?
Br1 C12 C13 C8 -179.0(2) . . . . ?
C9 C8 C13 C12 1.0(4) . . . . ?
C4 C8 C13 C12 179.8(3) . . . . ?
N2 C14 C15 N1 -0.2(6) . . . . ?
O1 C14 C15 N1 179.1(3) . . . . ?
N1 C16 C17 N2 -1.4(5) . . . . ?
O2 C16 C17 N2 174.8(3) . . . . ?
C23 C18 C19 C20 2.1(4) . . . . ?
O2 C18 C19 C20 179.0(3) . . . . ?
C18 C19 C20 C21 -0.4(5) . . . . ?
C19 C20 C21 C22 -1.9(4) . . . . ?
C19 C20 C21 C24 176.7(3) . . . . ?
C20 C21 C22 C23 2.4(4) . . . . ?
C24 C21 C22 C23 -176.2(3) . . . . ?
O2 C18 C23 C22 -178.6(3) . . . . ?
C19 C18 C23 C22 -1.6(4) . . . . ?
O2 C18 C23 Br2 1.9(4) . . . . ?
C19 C18 C23 Br2 178.9(2) . . . . ?
C21 C22 C23 C18 -0.7(4) . . . . ?
C21 C22 C23 Br2 178.8(2) . . . . ?
C22 C21 C24 C26 1.7(4) . . . . ?
C20 C21 C24 C26 -176.8(3) . . . . ?
C22 C21 C24 C25 -120.4(3) . . . . ?
C20 C21 C24 C25 61.1(3) . . . . ?
C22 C21 C24 C7 120.9(3) . . . 2_666 ?
C20 C21 C24 C7 -57.6(3) . . . 2_666 ?
C21 C24 C25 C6 -177.9(2) . . . 2_666 ?
C26 C24 C25 C6 57.7(3) . . . 2_666 ?
C7 C24 C25 C6 -58.7(3) 2_666 . . 2_666 ?
C21 C24 C26 C2 178.9(2) . . . 2_666 ?
C25 C24 C26 C2 -58.0(3) . . . 2_666 ?
C7 C24 C26 C2 58.9(3) 2_666 . . 2_666 ?
C14 C15 N1 C16 0.1(5) . . . . ?
O2 C16 N1 C15 -175.9(3) . . . . ?
C17 C16 N1 C15 0.6(5) . . . . ?
O1 C14 N2 C17 -179.8(3) . . . . ?
C15 C14 N2 C17 -0.6(5) . . . . ?
C16 C17 N2 C14 1.3(4) . . . . ?
C4A C3A O1A C2A -171.9(3) . . . . ?
C1A C2A O1A C3A -173.3(3) . . . . ?
N2 C14 O1 C11 -9.3(5) . . . . ?
C15 C14 O1 C11 171.4(3) . . . . ?
C12 C11 O1 C14 95.6(4) . . . . ?
C10 C11 O1 C14 -89.6(4) . . . . ?
N1 C16 O2 C18 -140.5(3) . . . . ?
C17 C16 O2 C18 43.0(4) . . . . ?
C23 C18 O2 C16 -147.4(3) . . . . ?
C19 C18 O2 C16 35.8(4) . . . . ?

_refine_diff_density_max         1.078
_refine_diff_density_min         -1.031
_refine_diff_density_rms         0.291



####################################################################### 
# 
# 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_1c
_database_code_depnum_ccdc_archive 'CCDC 2099491'
loop_
_audit_author_name
_audit_author_address
'Tadashi Hyodo'
;Tokushima Bunri University
Japan
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H76 Br4 N4 O12'
_chemical_formula_weight         1460.96

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   11.3807(8)
_cell_length_b                   11.6442(8)
_cell_length_c                   13.1925(9)
_cell_angle_alpha                83.978(3)
_cell_angle_beta                 66.041(3)
_cell_angle_gamma                86.807(3)
_cell_volume                     1588.64(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      78.44

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.632
_shelx_estimated_absorpt_T_min   0.670
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6985
_exptl_absorpt_correction_T_max  0.8357
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            23153
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.681
_diffrn_reflns_theta_max         79.754
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             6312
_reflns_number_gt                5401
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_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)+(0.0370P)²+2.2768P] 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         6312
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0976
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
C1 C 1.3413(3) -0.0191(3) 0.3300(2) 0.0260(6) Uani 1 1 d . . . . .
H1A H 1.293486 -0.068367 0.399219 0.031 Uiso 1 1 calc R U . . .
H1AB H 1.433948 -0.038726 0.305191 0.031 Uiso 1 1 calc R U . . .
C2 C 1.2954(3) -0.0412(2) 0.2399(2) 0.0230(6) Uani 1 1 d . . . . .
H2 H 1.309620 -0.124471 0.225395 0.028 Uiso 1 1 calc R U . . .
C3 C 1.1518(3) -0.0111(2) 0.2789(2) 0.0214(6) Uani 1 1 d . . . . .
H3A H 1.122330 -0.025932 0.220508 0.026 Uiso 1 1 calc R U . . .
H3AB H 1.102521 -0.061207 0.347043 0.026 Uiso 1 1 calc R U . . .
C4 C 1.1258(2) 0.1157(2) 0.3033(2) 0.0184(5) Uani 1 1 d . . . . .
C5 C 1.1750(3) 0.1371(2) 0.3930(2) 0.0217(6) Uani 1 1 d . . . . .
H5A H 1.160150 0.219093 0.409162 0.026 Uiso 1 1 calc R U . . .
H5AB H 1.126882 0.088659 0.462659 0.026 Uiso 1 1 calc R U . . .
C6 C 1.3188(3) 0.1079(3) 0.3525(2) 0.0233(6) Uani 1 1 d . . . . .
H6 H 1.349390 0.122638 0.411013 0.028 Uiso 1 1 calc R U . . .
C7 C 0.9833(3) 0.1483(2) 0.3410(2) 0.0191(5) Uani 1 1 d . . . . .
C8 C 0.8951(3) 0.0740(2) 0.3355(2) 0.0206(6) Uani 1 1 d . . . . .
H8 H 0.923506 0.000670 0.308241 0.025 Uiso 1 1 calc R U . . .
C9 C 0.7659(3) 0.1053(2) 0.3692(2) 0.0214(6) Uani 1 1 d . . . . .
C10 C 0.7216(3) 0.2104(2) 0.4107(2) 0.0226(6) Uani 1 1 d . . . . .
C11 C 0.8071(3) 0.2860(3) 0.4165(2) 0.0277(6) Uani 1 1 d . . . . .
H11 H 0.777855 0.359002 0.444398 0.033 Uiso 1 1 calc R U . . .
C12 C 0.9368(3) 0.2550(3) 0.3814(2) 0.0257(6) Uani 1 1 d . . . . .
H12 H 0.995114 0.308109 0.384989 0.031 Uiso 1 1 calc R U . . .
C13 C 0.5452(3) 0.3211(2) 0.3985(2) 0.0207(6) Uani 1 1 d . . . . .
C14 C 0.6166(3) 0.3698(2) 0.2913(2) 0.0213(6) Uani 1 1 d . . . . .
H14 H 0.703142 0.345376 0.252413 0.026 Uiso 1 1 calc R U . . .
C15 C 0.3721(3) 0.4317(2) 0.4085(2) 0.0217(6) Uani 1 1 d . . . . .
H15 H 0.285360 0.455704 0.447171 0.026 Uiso 1 1 calc R U . . .
C16 C 0.4438(3) 0.4818(2) 0.3017(2) 0.0196(5) Uani 1 1 d . . . . .
C17 C 0.4530(3) 0.6277(2) 0.1580(2) 0.0218(6) Uani 1 1 d . . . . .
C18 C 0.4221(3) 0.6177(3) 0.0686(2) 0.0241(6) Uani 1 1 d . . . . .
H18 H 0.358393 0.564760 0.075158 0.029 Uiso 1 1 calc R U . . .
C19 C 0.4842(3) 0.6851(3) -0.0314(2) 0.0227(6) Uani 1 1 d . . . . .
H19 H 0.461393 0.678096 -0.092159 0.027 Uiso 1 1 calc R U . . .
C20 C 0.5789(3) 0.7626(2) -0.0437(2) 0.0199(5) Uani 1 1 d . . . . .
C21 C 0.6084(3) 0.7715(2) 0.0480(2) 0.0206(6) Uani 1 1 d . . . . .
H21 H 0.673176 0.823170 0.041841 0.025 Uiso 1 1 calc R U . . .
C22 C 0.5447(3) 0.7060(2) 0.1480(2) 0.0200(6) Uani 1 1 d . . . . .
C23 C 0.6505(2) 0.8371(2) -0.1525(2) 0.0181(5) Uani 1 1 d . . . . .
C24 C 0.6060(3) 0.8165(3) -0.2448(2) 0.0217(6) Uani 1 1 d . . . . .
H24A H 0.619298 0.734126 -0.259596 0.026 Uiso 1 1 calc R U . . .
H24B H 0.513037 0.834779 -0.219684 0.026 Uiso 1 1 calc R U . . .
C25 C 0.6295(3) 0.9661(2) -0.1324(2) 0.0206(5) Uani 1 1 d . . . . .
H25A H 0.536772 0.985844 -0.106157 0.025 Uiso 1 1 calc R U . . .
H25B H 0.658533 0.981751 -0.073955 0.025 Uiso 1 1 calc R U . . .
C26 C 0.7963(2) 0.8087(2) -0.1951(2) 0.0175(5) Uani 1 1 d . . . . .
H26A H 0.826989 0.821602 -0.136950 0.021 Uiso 1 1 calc R U . . .
H26B H 0.811036 0.726198 -0.209334 0.021 Uiso 1 1 calc R U . . .
N1 N 0.4241(2) 0.3507(2) 0.45676(18) 0.0221(5) Uani 1 1 d . . . . .
N2 N 0.5635(2) 0.4515(2) 0.24238(18) 0.0206(5) Uani 1 1 d . . . . .
O1 O 0.59056(18) 0.23533(18) 0.45344(16) 0.0274(5) Uani 1 1 d . . . . .
O2 O 0.38144(18) 0.56434(18) 0.25860(15) 0.0251(4) Uani 1 1 d . . . . .
Br1 Br 0.64947(3) 0.00056(3) 0.36167(3) 0.03441(10) Uani 1 1 d . . . . .
Br2 Br 0.57873(3) 0.72710(3) 0.27406(2) 0.02820(10) Uani 1 1 d . . . . .
C1A C 0.8750(4) 0.4912(4) 0.0108(3) 0.0507(10) Uani 1 1 d . . . A 1
H1AA H 0.782612 0.511454 0.048264 0.061 Uiso 1 1 calc R U . A 1
H1AC H 0.885840 0.444269 -0.050887 0.061 Uiso 1 1 calc R U . A 1
C2A C 1.0489(4) 0.4010(4) 0.0351(3) 0.0531(11) Uani 1 1 d . . . A 1
H2AA H 1.064590 0.351812 -0.026095 0.064 Uiso 1 1 calc R U . A 1
H2AB H 1.078060 0.357410 0.089483 0.064 Uiso 1 1 calc R U . A 1
O1A O 0.9154(2) 0.4255(2) 0.08800(19) 0.0415(6) Uani 1 1 d . . . A 1
C1B C 0.8690(5) 0.9977(4) 0.0597(4) 0.0680(13) Uani 1 1 d . . . B 2
H1BA H 0.861641 0.960484 0.132967 0.082 Uiso 1 1 calc R U . B 2
H1BB H 0.781130 1.017514 0.064727 0.082 Uiso 1 1 calc R U . B 2
C2B C 1.0547(5) 0.8945(4) -0.0326(3) 0.0599(12) Uani 1 1 d . . . B 2
H2BA H 1.096875 0.841994 -0.091944 0.072 Uiso 1 1 calc R U . B 2
H2BB H 1.052304 0.854558 0.038289 0.072 Uiso 1 1 calc R U . B 2
O1B O 0.9280(3) 0.9198(3) -0.0227(3) 0.0665(9) Uani 1 1 d . . . B 2
C1C C 1.0868(3) 0.6904(3) 0.3148(3) 0.0363(8) Uani 1 1 d . . . C 3
H1CA H 1.049257 0.734789 0.380999 0.044 Uiso 1 1 calc R U . C 3
H1CB H 1.181090 0.701128 0.281589 0.044 Uiso 1 1 calc R U . C 3
C2C C 1.0576(3) 0.5645(3) 0.3494(3) 0.0316(7) Uani 1 1 d . . . C 3
H2CA H 1.099310 0.519558 0.283884 0.038 Uiso 1 1 calc R U . C 3
H2CB H 1.092964 0.536621 0.405007 0.038 Uiso 1 1 calc R U . C 3
C3C C 0.8705(3) 0.5895(3) 0.3167(2) 0.0312(7) Uani 1 1 d . . . C 3
H3CA H 0.776263 0.578689 0.349641 0.037 Uiso 1 1 calc R U . C 3
H3CB H 0.908339 0.545263 0.250315 0.037 Uiso 1 1 calc R U . C 3
C4C C 0.8997(3) 0.7152(3) 0.2826(3) 0.0390(8) Uani 1 1 d . . . C 3
H4CA H 0.863981 0.743448 0.227350 0.047 Uiso 1 1 calc R U . C 3
H4CB H 0.858300 0.759734 0.348394 0.047 Uiso 1 1 calc R U . C 3
O1C O 1.0351(2) 0.7331(2) 0.2354(2) 0.0407(6) Uani 1 1 d . . . C 3
O2C O 0.92211(19) 0.54687(19) 0.39618(17) 0.0291(5) Uani 1 1 d . . . C 3


_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
C1 C6 1.526(4) . ?
C1 C2 1.528(4) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 C25 1.531(4) 2_765 ?
C2 C3 1.533(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.531(4) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C7 1.529(3) . ?
C4 C26 1.547(3) 2_765 ?
C4 C5 1.547(4) . ?
C5 C6 1.531(4) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 C24 1.535(4) 2_765 ?
C6 H6 1.0000 . ?
C7 C8 1.389(4) . ?
C7 C12 1.395(4) . ?
C8 C9 1.392(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(4) . ?
C9 Br1 1.889(3) . ?
C10 C11 1.379(4) . ?
C10 O1 1.389(3) . ?
C11 C12 1.394(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.323(3) . ?
C13 O1 1.373(3) . ?
C13 C14 1.390(4) . ?
C14 N2 1.345(3) . ?
C14 H14 0.9500 . ?
C15 N1 1.328(3) . ?
C15 C16 1.392(4) . ?
C15 H15 0.9500 . ?
C16 N2 1.316(3) . ?
C16 O2 1.374(3) . ?
C17 C18 1.377(4) . ?
C17 C22 1.381(4) . ?
C17 O2 1.398(3) . ?
C18 C19 1.394(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(4) . ?
C20 C23 1.531(3) . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 Br2 1.896(3) . ?
C23 C24 1.541(3) . ?
C23 C25 1.542(4) . ?
C23 C26 1.549(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C1A O1A 1.419(4) . ?
C1A C2A 1.493(6) 2_765 ?
C1A H1AA 0.9900 . ?
C1A H1AC 0.9900 . ?
C2A O1A 1.417(4) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C1B O1B 1.415(5) . ?
C1B C2B 1.494(6) 2_775 ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C2B O1B 1.411(6) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
C1C O1C 1.431(4) . ?
C1C C2C 1.503(4) . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C2C O2C 1.427(4) . ?
C2C H2CA 0.9900 . ?
C2C H2CB 0.9900 . ?
C3C O2C 1.432(3) . ?
C3C C4C 1.500(5) . ?
C3C H3CA 0.9900 . ?
C3C H3CB 0.9900 . ?
C4C O1C 1.427(4) . ?
C4C H4CA 0.9900 . ?
C4C H4CB 0.9900 . ?

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
C6 C1 C2 109.3(2) . . ?
C6 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
C6 C1 H1AB 109.8 . . ?
C2 C1 H1AB 109.8 . . ?
H1A C1 H1AB 108.3 . . ?
C1 C2 C25 109.9(2) . 2_765 ?
C1 C2 C3 109.7(2) . . ?
C25 C2 C3 109.1(2) 2_765 . ?
C1 C2 H2 109.4 . . ?
C25 C2 H2 109.4 2_765 . ?
C3 C2 H2 109.4 . . ?
C4 C3 C2 111.0(2) . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3AB 109.4 . . ?
C2 C3 H3AB 109.4 . . ?
H3A C3 H3AB 108.0 . . ?
C7 C4 C3 112.0(2) . . ?
C7 C4 C26 108.9(2) . 2_765 ?
C3 C4 C26 108.0(2) . 2_765 ?
C7 C4 C5 110.9(2) . . ?
C3 C4 C5 108.4(2) . . ?
C26 C4 C5 108.5(2) 2_765 . ?
C6 C5 C4 110.2(2) . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5AB 109.6 . . ?
C4 C5 H5AB 109.6 . . ?
H5A C5 H5AB 108.1 . . ?
C1 C6 C5 109.6(2) . . ?
C1 C6 C24 109.4(2) . 2_765 ?
C5 C6 C24 109.8(2) . 2_765 ?
C1 C6 H6 109.4 . . ?
C5 C6 H6 109.4 . . ?
C24 C6 H6 109.4 2_765 . ?
C8 C7 C12 117.2(2) . . ?
C8 C7 C4 121.7(2) . . ?
C12 C7 C4 121.0(2) . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 Br1 119.8(2) . . ?
C8 C9 Br1 119.4(2) . . ?
C9 C10 C11 119.4(3) . . ?
C9 C10 O1 119.7(3) . . ?
C11 C10 O1 120.8(3) . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C7 121.8(3) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
N1 C13 O1 113.0(2) . . ?
N1 C13 C14 122.9(2) . . ?
O1 C13 C14 124.0(2) . . ?
N2 C14 C13 120.1(2) . . ?
N2 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
N1 C15 C16 120.4(2) . . ?
N1 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
N2 C16 O2 120.6(2) . . ?
N2 C16 C15 123.2(2) . . ?
O2 C16 C15 116.2(2) . . ?
C18 C17 C22 119.4(2) . . ?
C18 C17 O2 117.8(3) . . ?
C22 C17 O2 122.5(2) . . ?
C17 C18 C19 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 117.6(2) . . ?
C19 C20 C23 122.8(2) . . ?
C21 C20 C23 119.5(2) . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C17 C22 C21 120.5(2) . . ?
C17 C22 Br2 119.37(19) . . ?
C21 C22 Br2 120.1(2) . . ?
C20 C23 C24 112.7(2) . . ?
C20 C23 C25 110.1(2) . . ?
C24 C23 C25 108.0(2) . . ?
C20 C23 C26 109.3(2) . . ?
C24 C23 C26 108.0(2) . . ?
C25 C23 C26 108.6(2) . . ?
C6 C24 C23 110.8(2) 2_765 . ?
C6 C24 H24A 109.5 2_765 . ?
C23 C24 H24A 109.5 . . ?
C6 C24 H24B 109.5 2_765 . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C2 C25 C23 110.4(2) 2_765 . ?
C2 C25 H25A 109.6 2_765 . ?
C23 C25 H25A 109.6 . . ?
C2 C25 H25B 109.6 2_765 . ?
C23 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
C4 C26 C23 111.5(2) 2_765 . ?
C4 C26 H26A 109.3 2_765 . ?
C23 C26 H26A 109.3 . . ?
C4 C26 H26B 109.3 2_765 . ?
C23 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C13 N1 C15 116.8(2) . . ?
C16 N2 C14 116.5(2) . . ?
C13 O1 C10 118.8(2) . . ?
C16 O2 C17 118.5(2) . . ?
O1A C1A C2A 110.9(3) . 2_765 ?
O1A C1A H1AA 109.5 . . ?
C2A C1A H1AA 109.5 2_765 . ?
O1A C1A H1AC 109.5 . . ?
C2A C1A H1AC 109.5 2_765 . ?
H1AA C1A H1AC 108.0 . . ?
O1A C2A C1A 111.6(3) . 2_765 ?
O1A C2A H2AA 109.3 . . ?
C1A C2A H2AA 109.3 2_765 . ?
O1A C2A H2AB 109.3 . . ?
C1A C2A H2AB 109.3 2_765 . ?
H2AA C2A H2AB 108.0 . . ?
C2A O1A C1A 109.1(3) . . ?
O1B C1B C2B 110.8(4) . 2_775 ?
O1B C1B H1BA 109.5 . . ?
C2B C1B H1BA 109.5 2_775 . ?
O1B C1B H1BB 109.5 . . ?
C2B C1B H1BB 109.5 2_775 . ?
H1BA C1B H1BB 108.1 . . ?
O1B C2B H2BA 109.4 . . ?
C1B C2B H2BA 109.4 2_775 . ?
O1B C2B H2BB 109.4 . . ?
C1B C2B H2BB 109.4 2_775 . ?
H2BA C2B H2BB 108.0 . . ?
C2B O1B C1B 109.5(3) . . ?
O1C C1C C2C 110.6(3) . . ?
O1C C1C H1CA 109.5 . . ?
C2C C1C H1CA 109.5 . . ?
O1C C1C H1CB 109.5 . . ?
C2C C1C H1CB 109.5 . . ?
H1CA C1C H1CB 108.1 . . ?
O2C C2C C1C 110.5(2) . . ?
O2C C2C H2CA 109.6 . . ?
C1C C2C H2CA 109.6 . . ?
O2C C2C H2CB 109.6 . . ?
C1C C2C H2CB 109.6 . . ?
H2CA C2C H2CB 108.1 . . ?
O2C C3C C4C 110.3(3) . . ?
O2C C3C H3CA 109.6 . . ?
C4C C3C H3CA 109.6 . . ?
O2C C3C H3CB 109.6 . . ?
C4C C3C H3CB 109.6 . . ?
H3CA C3C H3CB 108.1 . . ?
O1C C4C C3C 110.7(3) . . ?
O1C C4C H4CA 109.5 . . ?
C3C C4C H4CA 109.5 . . ?
O1C C4C H4CB 109.5 . . ?
C3C C4C H4CB 109.5 . . ?
H4CA C4C H4CB 108.1 . . ?
C4C O1C C1C 109.4(2) . . ?
C2C O2C C3C 109.6(2) . . ?

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
C6 C1 C2 C25 60.2(3) . . . 2_765 ?
C6 C1 C2 C3 -59.7(3) . . . . ?
C1 C2 C3 C4 59.4(3) . . . . ?
C25 C2 C3 C4 -61.0(3) 2_765 . . . ?
C2 C3 C4 C7 179.3(2) . . . . ?
C2 C3 C4 C26 59.4(3) . . . 2_765 ?
C2 C3 C4 C5 -58.0(3) . . . . ?
C7 C4 C5 C6 -178.1(2) . . . . ?
C3 C4 C5 C6 58.5(3) . . . . ?
C26 C4 C5 C6 -58.6(3) 2_765 . . . ?
C2 C1 C6 C5 60.6(3) . . . . ?
C2 C1 C6 C24 -59.8(3) . . . 2_765 ?
C4 C5 C6 C1 -60.5(3) . . . . ?
C4 C5 C6 C24 59.6(3) . . . 2_765 ?
C3 C4 C7 C8 -9.3(3) . . . . ?
C26 C4 C7 C8 110.1(3) 2_765 . . . ?
C5 C4 C7 C8 -130.6(3) . . . . ?
C3 C4 C7 C12 171.4(2) . . . . ?
C26 C4 C7 C12 -69.2(3) 2_765 . . . ?
C5 C4 C7 C12 50.2(3) . . . . ?
C12 C7 C8 C9 -0.1(4) . . . . ?
C4 C7 C8 C9 -179.4(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C7 C8 C9 Br1 -179.29(19) . . . . ?
C8 C9 C10 C11 1.4(4) . . . . ?
Br1 C9 C10 C11 179.6(2) . . . . ?
C8 C9 C10 O1 -174.1(2) . . . . ?
Br1 C9 C10 O1 4.2(3) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
O1 C10 C11 C12 174.8(2) . . . . ?
C10 C11 C12 C7 -0.6(4) . . . . ?
C8 C7 C12 C11 1.0(4) . . . . ?
C4 C7 C12 C11 -179.7(2) . . . . ?
N1 C13 C14 N2 0.5(4) . . . . ?
O1 C13 C14 N2 178.2(3) . . . . ?
N1 C15 C16 N2 1.4(4) . . . . ?
N1 C15 C16 O2 179.6(2) . . . . ?
C22 C17 C18 C19 0.8(4) . . . . ?
O2 C17 C18 C19 175.4(2) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C18 C19 C20 C21 -0.8(4) . . . . ?
C18 C19 C20 C23 179.2(3) . . . . ?
C19 C20 C21 C22 -0.5(4) . . . . ?
C23 C20 C21 C22 179.5(2) . . . . ?
C18 C17 C22 C21 -2.1(4) . . . . ?
O2 C17 C22 C21 -176.5(2) . . . . ?
C18 C17 C22 Br2 175.8(2) . . . . ?
O2 C17 C22 Br2 1.4(4) . . . . ?
C20 C21 C22 C17 2.0(4) . . . . ?
C20 C21 C22 Br2 -175.9(2) . . . . ?
C19 C20 C23 C24 0.0(4) . . . . ?
C21 C20 C23 C24 -180.0(2) . . . . ?
C19 C20 C23 C25 120.7(3) . . . . ?
C21 C20 C23 C25 -59.3(3) . . . . ?
C19 C20 C23 C26 -120.1(3) . . . . ?
C21 C20 C23 C26 59.9(3) . . . . ?
C20 C23 C24 C6 -179.5(2) . . . 2_765 ?
C25 C23 C24 C6 58.7(3) . . . 2_765 ?
C26 C23 C24 C6 -58.7(3) . . . 2_765 ?
C20 C23 C25 C2 178.1(2) . . . 2_765 ?
C24 C23 C25 C2 -58.5(3) . . . 2_765 ?
C26 C23 C25 C2 58.4(3) . . . 2_765 ?
C20 C23 C26 C4 -178.3(2) . . . 2_765 ?
C24 C23 C26 C4 58.8(3) . . . 2_765 ?
C25 C23 C26 C4 -58.2(3) . . . 2_765 ?
O1 C13 N1 C15 -178.7(2) . . . . ?
C14 C13 N1 C15 -0.9(4) . . . . ?
C16 C15 N1 C13 0.0(4) . . . . ?
O2 C16 N2 C14 -179.8(2) . . . . ?
C15 C16 N2 C14 -1.7(4) . . . . ?
C13 C14 N2 C16 0.7(4) . . . . ?
N1 C13 O1 C10 -168.8(3) . . . . ?
C14 C13 O1 C10 13.3(4) . . . . ?
C9 C10 O1 C13 -113.3(3) . . . . ?
C11 C10 O1 C13 71.4(3) . . . . ?
N2 C16 O2 C17 -9.7(4) . . . . ?
C15 C16 O2 C17 172.0(3) . . . . ?
C18 C17 O2 C16 117.6(3) . . . . ?
C22 C17 O2 C16 -67.9(3) . . . . ?
C1A C2A O1A C1A 57.1(5) 2_765 . . . ?
C2A C1A O1A C2A -56.6(5) 2_765 . . . ?
C1B C2B O1B C1B -57.3(5) 2_775 . . . ?
C2B C1B O1B C2B 57.2(5) 2_775 . . . ?
O1C C1C C2C O2C -58.4(4) . . . . ?
O2C C3C C4C O1C 58.9(3) . . . . ?
C3C C4C O1C C1C -58.2(4) . . . . ?
C2C C1C O1C C4C 57.9(4) . . . . ?
C1C C2C O2C C3C 58.0(3) . . . . ?
C4C C3C O2C C2C -58.1(3) . . . . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.080



####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 2099490'
loop_
_audit_author_name
_audit_author_address
'Tadashi Hyodo'
;Tokushima Bunri University
Japan
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H51 Br4 Cl N4 O4'
_chemical_formula_weight         1187.08

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   6.5880(3)
_cell_length_b                   14.1875(7)
_cell_length_c                   15.2526(7)
_cell_angle_alpha                64.022(2)
_cell_angle_beta                 82.732(2)
_cell_angle_gamma                85.997(2)
_cell_volume                     1271.11(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      78.44

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_F_000             598
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.746
_shelx_estimated_absorpt_T_min   0.536
_shelx_estimated_absorpt_T_max   0.648
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5071
_exptl_absorpt_correction_T_max  0.6970
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            18323
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.242
_diffrn_reflns_theta_max         79.322
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5178
_reflns_number_gt                4856
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_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)+(0.0659P)²+1.5858P] 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         5178
_refine_ls_number_parameters     340
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1233
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.084
_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
C1C C 1.597(3) 0.4724(11) 0.6297(9) 0.108(3) Uani 0.5 1 d D U P A -1
H1CA H 1.480956 0.512654 0.645534 0.130 Uiso 0.5 1 calc R U P A -1
H1CB H 1.547226 0.400666 0.650610 0.130 Uiso 0.5 1 calc R U P A -1
C2C C 1.644(5) 0.525(3) 0.5097(13) 0.232(13) Uani 0.5 1 d D U P A -1
H2CA H 1.764230 0.490584 0.488897 0.278 Uiso 0.5 1 calc R U P A -1
H2CB H 1.669638 0.601002 0.482740 0.278 Uiso 0.5 1 calc R U P A -1
C3C C 1.430(3) 0.5031(13) 0.4737(11) 0.108(3) Uani 0.5 1 d D U P A -1
H3CA H 1.330793 0.559849 0.467212 0.162 Uiso 0.5 1 calc R U P A -1
H3CB H 1.372401 0.436148 0.522486 0.162 Uiso 0.5 1 calc R U P A -1
H3CC H 1.461874 0.500422 0.410267 0.162 Uiso 0.5 1 calc R U P A -1
Cl1C Cl 1.7414(6) 0.4646(3) 0.6866(3) 0.1045(10) Uani 0.5 1 d D U P A -1
C1 C 0.0270(4) 0.3254(2) 0.99595(19) 0.0291(5) Uani 1 1 d . . . . .
H1A H 0.033617 0.352526 1.045272 0.035 Uiso 1 1 calc R U . . .
H1AB H -0.079480 0.366211 0.953224 0.035 Uiso 1 1 calc R U . . .
C2 C -0.0306(5) 0.2088(2) 1.0482(2) 0.0334(6) Uani 1 1 d . . . . .
H2 H -0.166667 0.201311 1.087828 0.040 Uiso 1 1 calc R U . . .
C3 C 0.1305(6) 0.1463(2) 1.1158(2) 0.0400(7) Uani 1 1 d . . . . .
H3A H 0.093394 0.071337 1.149986 0.048 Uiso 1 1 calc R U . . .
H3AB H 0.137743 0.172289 1.165887 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3384(5) 0.1586(2) 1.0543(2) 0.0350(6) Uani 1 1 d . . . . .
H4 H 0.444918 0.117715 1.098317 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3275(5) 0.1169(2) 0.9777(2) 0.0314(6) Uani 1 1 d . . . . .
H5A H 0.292174 0.041699 1.011269 0.038 Uiso 1 1 calc R U . . .
H5AB H 0.462824 0.123419 0.939216 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1651(4) 0.1788(2) 0.90820(18) 0.0248(5) Uani 1 1 d . . . . .
C7 C 0.2228(4) 0.2956(2) 0.85784(18) 0.0247(5) Uani 1 1 d . . . . .
H7A H 0.119008 0.336431 0.813439 0.030 Uiso 1 1 calc R U . . .
H7AB H 0.356495 0.303805 0.817670 0.030 Uiso 1 1 calc R U . . .
C8 C 0.3968(5) 0.2733(2) 1.0022(2) 0.0314(6) Uani 1 1 d . . . . .
H8A H 0.531918 0.280200 0.963421 0.038 Uiso 1 1 calc R U . . .
H8AB H 0.408050 0.300086 1.051368 0.038 Uiso 1 1 calc R U . . .
C9 C -0.0430(4) 0.1676(2) 0.9712(2) 0.0295(6) Uani 1 1 d . . . . .
H9A H -0.149848 0.207500 0.928345 0.035 Uiso 1 1 calc R U . . .
H9AB H -0.081969 0.092918 1.004564 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7641(4) 0.6607(2) 0.06643(18) 0.0256(5) Uani 1 1 d . . . . .
C11 C 0.1534(4) 0.1406(2) 0.82929(18) 0.0255(5) Uani 1 1 d . . . . .
C12 C -0.0042(4) 0.1748(2) 0.7691(2) 0.0286(5) Uani 1 1 d . . . . .
H12 H -0.108339 0.220117 0.778817 0.034 Uiso 1 1 calc R U . . .
C13 C -0.0114(4) 0.1436(2) 0.6946(2) 0.0298(5) Uani 1 1 d . . . . .
C14 C 0.1388(4) 0.0770(2) 0.68031(19) 0.0290(6) Uani 1 1 d . . . . .
C15 C 0.2948(4) 0.0414(2) 0.7397(2) 0.0322(6) Uani 1 1 d . . . . .
H15 H 0.397108 -0.004975 0.730406 0.039 Uiso 1 1 calc R U . . .
C16 C 0.3021(4) 0.0735(2) 0.8131(2) 0.0306(6) Uani 1 1 d . . . . .
H16 H 0.411087 0.049039 0.853345 0.037 Uiso 1 1 calc R U . . .
C17 C 0.2462(4) 0.0912(2) 0.52252(19) 0.0261(5) Uani 1 1 d . . . . .
C18 C 0.2693(4) 0.0436(2) 0.45892(19) 0.0277(5) Uani 1 1 d . . . . .
H18 H 0.207967 -0.022081 0.477921 0.033 Uiso 1 1 calc R U . . .
C19 C 0.4584(4) 0.1816(2) 0.34904(19) 0.0283(5) Uani 1 1 d . . . . .
C20 C 0.4378(4) 0.2280(2) 0.4129(2) 0.0296(6) Uani 1 1 d . . . . .
H20 H 0.500916 0.293206 0.394194 0.036 Uiso 1 1 calc R U . . .
C21 C 0.6075(5) 0.3318(2) 0.21663(19) 0.0318(6) Uani 1 1 d . . . . .
C22 C 0.4727(5) 0.4037(2) 0.1590(2) 0.0348(6) Uani 1 1 d . . . . .
H22 H 0.345289 0.381342 0.152381 0.042 Uiso 1 1 calc R U . . .
C23 C 0.5227(5) 0.5088(2) 0.1105(2) 0.0322(6) Uani 1 1 d . . . . .
H23 H 0.428908 0.557616 0.070194 0.039 Uiso 1 1 calc R U . . .
C24 C 0.7074(4) 0.5449(2) 0.11945(18) 0.0268(5) Uani 1 1 d . . . . .
C25 C 0.8395(4) 0.4714(2) 0.18075(19) 0.0298(5) Uani 1 1 d . . . . .
H25 H 0.964400 0.493687 0.190062 0.036 Uiso 1 1 calc R U . . .
C26 C 0.7899(5) 0.3656(2) 0.2285(2) 0.0326(6) Uani 1 1 d . . . . .
N1 N 0.3291(4) 0.18144(18) 0.50099(16) 0.0286(5) Uani 1 1 d . . . . .
N2 N 0.3778(4) 0.09035(18) 0.37117(16) 0.0290(5) Uani 1 1 d . . . . .
O1 O 0.1278(3) 0.04019(16) 0.60963(14) 0.0327(4) Uani 1 1 d . . . . .
O2 O 0.5635(4) 0.22522(15) 0.25732(14) 0.0376(5) Uani 1 1 d . . . . .
Br1A Br -0.22750(8) 0.18941(9) 0.61443(5) 0.0414(3) Uani 0.907(7) 1 d . . P B 1
Br2A Br 0.96718(15) 0.26702(7) 0.31081(6) 0.0424(5) Uani 0.855(15) 1 d . . P C
1
Br1B Br -0.207(3) 0.2219(18) 0.6035(11) 0.122(7) Uani 0.093(7) 1 d . . P B 2
Br2B Br 0.997(3) 0.2785(14) 0.3204(14) 0.130(6) Uani 0.145(15) 1 d . . P C 2


_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
C1C Cl1C 1.335(16) . ?
C1C C2C 1.643(17) . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C2C C3C 1.671(16) . ?
C2C H2CA 0.9900 . ?
C2C H2CB 0.9900 . ?
C3C H3CA 0.9800 . ?
C3C H3CB 0.9800 . ?
C3C H3CC 0.9800 . ?
C1 C2 1.540(4) . ?
C1 C10 1.543(4) 2_666 ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 C3 1.523(5) . ?
C2 C9 1.536(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.534(5) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C8 1.519(4) . ?
C4 C5 1.533(4) . ?
C4 H4 1.0000 . ?
C5 C6 1.542(4) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 C11 1.533(3) . ?
C6 C7 1.542(3) . ?
C6 C9 1.547(4) . ?
C7 C10 1.545(3) 2_666 ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C10 1.542(4) 2_666 ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C24 1.529(4) . ?
C11 C12 1.392(4) . ?
C11 C16 1.393(4) . ?
C12 C13 1.396(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.383(4) . ?
C13 Br1A 1.886(3) . ?
C13 Br1B 1.928(11) . ?
C14 C15 1.376(4) . ?
C14 O1 1.400(3) . ?
C15 C16 1.389(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 N1 1.315(3) . ?
C17 O1 1.368(3) . ?
C17 C18 1.393(3) . ?
C18 N2 1.337(4) . ?
C18 H18 0.9500 . ?
C19 N2 1.319(4) . ?
C19 O2 1.370(3) . ?
C19 C20 1.384(4) . ?
C20 N1 1.342(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.373(5) . ?
C21 C26 1.385(4) . ?
C21 O2 1.397(3) . ?
C22 C23 1.386(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.394(4) . ?
C25 C26 1.393(4) . ?
C25 H25 0.9500 . ?
C26 Br2A 1.871(3) . ?
C26 Br2B 2.02(2) . ?

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
Cl1C C1C C2C 121.3(14) . . ?
Cl1C C1C H1CA 107.0 . . ?
C2C C1C H1CA 107.0 . . ?
Cl1C C1C H1CB 107.0 . . ?
C2C C1C H1CB 107.0 . . ?
H1CA C1C H1CB 106.7 . . ?
C1C C2C C3C 103.2(14) . . ?
C1C C2C H2CA 111.1 . . ?
C3C C2C H2CA 111.1 . . ?
C1C C2C H2CB 111.1 . . ?
C3C C2C H2CB 111.1 . . ?
H2CA C2C H2CB 109.1 . . ?
C2C C3C H3CA 109.5 . . ?
C2C C3C H3CB 109.5 . . ?
H3CA C3C H3CB 109.5 . . ?
C2C C3C H3CC 109.5 . . ?
H3CA C3C H3CC 109.5 . . ?
H3CB C3C H3CC 109.5 . . ?
C2 C1 C10 110.4(2) . 2_666 ?
C2 C1 H1A 109.6 . . ?
C10 C1 H1A 109.6 2_666 . ?
C2 C1 H1AB 109.6 . . ?
C10 C1 H1AB 109.6 2_666 . ?
H1A C1 H1AB 108.1 . . ?
C3 C2 C9 109.8(2) . . ?
C3 C2 C1 109.7(2) . . ?
C9 C2 C1 109.3(2) . . ?
C3 C2 H2 109.4 . . ?
C9 C2 H2 109.4 . . ?
C1 C2 H2 109.4 . . ?
C2 C3 C4 108.9(2) . . ?
C2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
C2 C3 H3AB 109.9 . . ?
C4 C3 H3AB 109.9 . . ?
H3A C3 H3AB 108.3 . . ?
C8 C4 C5 109.1(2) . . ?
C8 C4 C3 110.2(2) . . ?
C5 C4 C3 109.8(2) . . ?
C8 C4 H4 109.3 . . ?
C5 C4 H4 109.3 . . ?
C3 C4 H4 109.3 . . ?
C4 C5 C6 110.5(2) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5AB 109.5 . . ?
C6 C5 H5AB 109.5 . . ?
H5A C5 H5AB 108.1 . . ?
C11 C6 C7 109.0(2) . . ?
C11 C6 C5 111.9(2) . . ?
C7 C6 C5 108.4(2) . . ?
C11 C6 C9 111.2(2) . . ?
C7 C6 C9 108.4(2) . . ?
C5 C6 C9 107.9(2) . . ?
C6 C7 C10 111.6(2) . 2_666 ?
C6 C7 H7A 109.3 . . ?
C10 C7 H7A 109.3 2_666 . ?
C6 C7 H7AB 109.3 . . ?
C10 C7 H7AB 109.3 2_666 . ?
H7A C7 H7AB 108.0 . . ?
C4 C8 C10 110.9(2) . 2_666 ?
C4 C8 H8A 109.5 . . ?
C10 C8 H8A 109.5 2_666 . ?
C4 C8 H8AB 109.5 . . ?
C10 C8 H8AB 109.5 2_666 . ?
H8A C8 H8AB 108.0 . . ?
C2 C9 C6 110.6(2) . . ?
C2 C9 H9A 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C2 C9 H9AB 109.5 . . ?
C6 C9 H9AB 109.5 . . ?
H9A C9 H9AB 108.1 . . ?
C24 C10 C8 111.5(2) . 2_666 ?
C24 C10 C1 110.6(2) . 2_666 ?
C8 C10 C1 108.1(2) 2_666 2_666 ?
C24 C10 C7 109.8(2) . 2_666 ?
C8 C10 C7 108.0(2) 2_666 2_666 ?
C1 C10 C7 108.7(2) 2_666 2_666 ?
C12 C11 C16 117.7(2) . . ?
C12 C11 C6 120.7(2) . . ?
C16 C11 C6 121.6(2) . . ?
C11 C12 C13 121.0(2) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 119.9(3) . . ?
C14 C13 Br1A 119.6(2) . . ?
C12 C13 Br1A 120.5(2) . . ?
C14 C13 Br1B 125.0(4) . . ?
C12 C13 Br1B 114.0(5) . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 O1 119.1(2) . . ?
C13 C14 O1 120.7(3) . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.6(3) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
N1 C17 O1 120.5(2) . . ?
N1 C17 C18 122.9(2) . . ?
O1 C17 C18 116.6(2) . . ?
N2 C18 C17 120.1(2) . . ?
N2 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
N2 C19 O2 113.4(2) . . ?
N2 C19 C20 122.8(2) . . ?
O2 C19 C20 123.8(2) . . ?
N1 C20 C19 120.4(2) . . ?
N1 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C26 119.6(3) . . ?
C22 C21 O2 119.2(3) . . ?
C26 C21 O2 121.1(3) . . ?
C21 C22 C23 120.0(3) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 C24 121.7(3) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 117.6(2) . . ?
C25 C24 C10 120.3(2) . . ?
C23 C24 C10 122.1(2) . . ?
C26 C25 C24 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C21 C26 C25 120.5(3) . . ?
C21 C26 Br2A 118.9(2) . . ?
C25 C26 Br2A 120.6(2) . . ?
C21 C26 Br2B 127.0(8) . . ?
C25 C26 Br2B 112.3(9) . . ?
C17 N1 C20 116.8(2) . . ?
C19 N2 C18 117.0(2) . . ?
C17 O1 C14 115.8(2) . . ?
C19 O2 C21 117.7(2) . . ?

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
Cl1C C1C C2C C3C 173.1(13) . . . . ?
C10 C1 C2 C3 60.5(3) 2_666 . . . ?
C10 C1 C2 C9 -59.9(3) 2_666 . . . ?
C9 C2 C3 C4 60.1(3) . . . . ?
C1 C2 C3 C4 -60.0(3) . . . . ?
C2 C3 C4 C8 59.9(3) . . . . ?
C2 C3 C4 C5 -60.3(3) . . . . ?
C8 C4 C5 C6 -60.3(3) . . . . ?
C3 C4 C5 C6 60.5(3) . . . . ?
C4 C5 C6 C11 178.8(2) . . . . ?
C4 C5 C6 C7 58.6(3) . . . . ?
C4 C5 C6 C9 -58.6(3) . . . . ?
C11 C6 C7 C10 179.6(2) . . . 2_666 ?
C5 C6 C7 C10 -58.4(3) . . . 2_666 ?
C9 C6 C7 C10 58.5(3) . . . 2_666 ?
C5 C4 C8 C10 60.8(3) . . . 2_666 ?
C3 C4 C8 C10 -59.8(3) . . . 2_666 ?
C3 C2 C9 C6 -60.4(3) . . . . ?
C1 C2 C9 C6 60.0(3) . . . . ?
C11 C6 C9 C2 -178.5(2) . . . . ?
C7 C6 C9 C2 -58.7(3) . . . . ?
C5 C6 C9 C2 58.4(3) . . . . ?
C7 C6 C11 C12 -70.2(3) . . . . ?
C5 C6 C11 C12 170.0(2) . . . . ?
C9 C6 C11 C12 49.2(3) . . . . ?
C7 C6 C11 C16 107.8(3) . . . . ?
C5 C6 C11 C16 -12.1(3) . . . . ?
C9 C6 C11 C16 -132.8(3) . . . . ?
C16 C11 C12 C13 -0.6(4) . . . . ?
C6 C11 C12 C13 177.5(2) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C11 C12 C13 Br1A 179.3(2) . . . . ?
C11 C12 C13 Br1B -167.7(9) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
Br1A C13 C14 C15 -178.7(2) . . . . ?
Br1B C13 C14 C15 167.0(10) . . . . ?
C12 C13 C14 O1 176.4(2) . . . . ?
Br1A C13 C14 O1 -2.5(3) . . . . ?
Br1B C13 C14 O1 -16.8(10) . . . . ?
C13 C14 C15 C16 -0.8(4) . . . . ?
O1 C14 C15 C16 -177.0(2) . . . . ?
C14 C15 C16 C11 0.6(4) . . . . ?
C12 C11 C16 C15 0.0(4) . . . . ?
C6 C11 C16 C15 -178.0(2) . . . . ?
N1 C17 C18 N2 -0.7(4) . . . . ?
O1 C17 C18 N2 178.0(2) . . . . ?
N2 C19 C20 N1 -1.3(5) . . . . ?
O2 C19 C20 N1 178.7(3) . . . . ?
C26 C21 C22 C23 2.2(4) . . . . ?
O2 C21 C22 C23 -173.9(2) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
C22 C23 C24 C25 -1.2(4) . . . . ?
C22 C23 C24 C10 -179.9(2) . . . . ?
C8 C10 C24 C25 176.5(2) 2_666 . . . ?
C1 C10 C24 C25 56.1(3) 2_666 . . . ?
C7 C10 C24 C25 -63.8(3) 2_666 . . . ?
C8 C10 C24 C23 -4.9(3) 2_666 . . . ?
C1 C10 C24 C23 -125.2(3) 2_666 . . . ?
C7 C10 C24 C23 114.8(3) 2_666 . . . ?
C23 C24 C25 C26 2.0(4) . . . . ?
C10 C24 C25 C26 -179.3(2) . . . . ?
C22 C21 C26 C25 -1.4(4) . . . . ?
O2 C21 C26 C25 174.6(2) . . . . ?
C22 C21 C26 Br2A 177.9(2) . . . . ?
O2 C21 C26 Br2A -6.1(3) . . . . ?
C22 C21 C26 Br2B 172.7(8) . . . . ?
O2 C21 C26 Br2B -11.3(8) . . . . ?
C24 C25 C26 C21 -0.7(4) . . . . ?
C24 C25 C26 Br2A -180.0(2) . . . . ?
C24 C25 C26 Br2B -175.6(6) . . . . ?
O1 C17 N1 C20 -178.0(2) . . . . ?
C18 C17 N1 C20 0.7(4) . . . . ?
C19 C20 N1 C17 0.3(4) . . . . ?
O2 C19 N2 C18 -178.8(2) . . . . ?
C20 C19 N2 C18 1.2(4) . . . . ?
C17 C18 N2 C19 -0.3(4) . . . . ?
N1 C17 O1 C14 -13.5(4) . . . . ?
C18 C17 O1 C14 167.7(2) . . . . ?
C15 C14 O1 C17 -84.0(3) . . . . ?
C13 C14 O1 C17 99.8(3) . . . . ?
N2 C19 O2 C21 163.4(3) . . . . ?
C20 C19 O2 C21 -16.7(4) . . . . ?
C22 C21 O2 C19 -91.9(3) . . . . ?
C26 C21 O2 C19 92.1(3) . . . . ?

_refine_diff_density_max         1.030
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.091



####################################################################### 
# 
# 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_1e
_database_code_depnum_ccdc_archive 'CCDC 2099493'
loop_
_audit_author_name
_audit_author_address
'Tadashi Hyodo'
;Tokushima Bunri University
Japan
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H54 Br4 N4 O5'
_chemical_formula_weight         1182.67

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   6.5928(11)
_cell_length_b                   14.239(2)
_cell_length_c                   15.231(3)
_cell_angle_alpha                63.995(5)
_cell_angle_beta                 82.597(5)
_cell_angle_gamma                85.988(5)
_cell_volume                     1274.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      78.44

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             598
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    4.276
_shelx_estimated_absorpt_T_min   0.674
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6753
_exptl_absorpt_correction_T_max  0.7789
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            18012
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.248
_diffrn_reflns_theta_max         79.684
_diffrn_reflns_theta_full        12.500
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.930
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_Laue_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             5215
_reflns_number_gt                4868
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_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)+(0.0872P)²+1.8882P] 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         5215
_refine_ls_number_parameters     344
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1582
_refine_ls_wR_factor_gt          0.1525
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.092
_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
C1A C 0.275(4) 0.5368(17) 0.3181(19) 0.164(6) Uani 0.5 1 d D U P A -1
H1AA H 0.284407 0.492000 0.283914 0.246 Uiso 0.5 1 calc R U P A -1
H1AB H 0.410521 0.563337 0.314116 0.246 Uiso 0.5 1 calc R U P A -1
H1AC H 0.181267 0.595700 0.287224 0.246 Uiso 0.5 1 calc R U P A -1
C2A C 0.187(5) 0.469(2) 0.434(2) 0.280(16) Uani 0.5 1 d D U P A -1
H2AA H 0.196434 0.391843 0.457936 0.336 Uiso 0.5 1 calc R U P A -1
H2AC H 0.237000 0.490979 0.480821 0.336 Uiso 0.5 1 calc R U P A -1
C3A C -0.115(3) 0.5167(18) 0.494(2) 0.164(6) Uani 0.5 1 d D U P A -1
H3AA H -0.024903 0.547719 0.521080 0.197 Uiso 0.5 1 calc R U P A -1
H3AB H -0.155518 0.445466 0.543161 0.197 Uiso 0.5 1 calc R U P A -1
C4A C -0.318(3) 0.5949(17) 0.4472(18) 0.164(6) Uani 0.5 1 d D U P A -1
H4AA H -0.424661 0.587960 0.500768 0.246 Uiso 0.5 1 calc R U P A -1
H4AC H -0.372574 0.574218 0.401444 0.246 Uiso 0.5 1 calc R U P A -1
H4AD H -0.274241 0.667730 0.412268 0.246 Uiso 0.5 1 calc R U P A -1
O1A O -0.027(4) 0.521(3) 0.395(2) 0.302(12) Uani 0.5 1 d D U P A -1
C1 C 0.8328(5) 0.8212(2) 0.0915(2) 0.0285(6) Uani 1 1 d . . . . .
C2 C 1.0398(5) 0.8330(3) 0.0279(2) 0.0345(7) Uani 1 1 d . . . . .
H2A H 1.077246 0.907678 -0.006219 0.041 Uiso 1 1 calc R U . . .
H2AB H 1.147481 0.794176 0.070442 0.041 Uiso 1 1 calc R U . . .
C3 C 1.0269(6) 0.7907(3) -0.0485(2) 0.0383(8) Uani 1 1 d . . . . .
H3 H 1.162045 0.798886 -0.089192 0.046 Uiso 1 1 calc R U . . .
C4 C 0.8628(7) 0.8525(3) -0.1149(3) 0.0452(9) Uani 1 1 d . . . . .
H4A H 0.898990 0.927269 -0.149476 0.054 Uiso 1 1 calc R U . . .
H4AB H 0.854171 0.826419 -0.164778 0.054 Uiso 1 1 calc R U . . .
C5 C 0.6584(6) 0.8401(3) -0.0530(3) 0.0391(8) Uani 1 1 d . . . . .
H5 H 0.551580 0.880626 -0.096686 0.047 Uiso 1 1 calc R U . . .
C6 C 0.6697(6) 0.8821(3) 0.0233(3) 0.0360(7) Uani 1 1 d . . . . .
H6A H 0.534968 0.875072 0.062557 0.043 Uiso 1 1 calc R U . . .
H6AB H 0.704094 0.957139 -0.010593 0.043 Uiso 1 1 calc R U . . .
C7 C 0.9704(5) 0.6748(3) 0.0036(2) 0.0345(7) Uani 1 1 d . . . . .
H7A H 1.077538 0.634283 0.045799 0.041 Uiso 1 1 calc R U . . .
H7AB H 0.963423 0.648014 -0.045972 0.041 Uiso 1 1 calc R U . . .
C8 C 0.5987(6) 0.7252(3) 0.0000(3) 0.0362(7) Uani 1 1 d . . . . .
H8A H 0.584965 0.698487 -0.048960 0.043 Uiso 1 1 calc R U . . .
H8AB H 0.464766 0.718486 0.039856 0.043 Uiso 1 1 calc R U . . .
C9 C 0.2241(5) 0.2957(2) 0.8575(2) 0.0282(6) Uani 1 1 d . . . . .
H9A H 0.119689 0.336017 0.813495 0.034 Uiso 1 1 calc R U . . .
H9AB H 0.357261 0.304081 0.816717 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2385(5) 0.3402(2) 0.9328(2) 0.0291(6) Uani 1 1 d . . . . .
C11 C 0.8452(5) 0.8599(2) 0.1700(2) 0.0293(6) Uani 1 1 d . . . . .
C12 C 1.0024(5) 0.8259(3) 0.2298(2) 0.0329(7) Uani 1 1 d . . . . .
H12 H 1.105816 0.780319 0.220238 0.039 Uiso 1 1 calc R U . . .
C13 C 1.0105(5) 0.8578(3) 0.3039(2) 0.0341(7) Uani 1 1 d . . . . .
C14 C 0.8603(5) 0.9247(3) 0.3183(2) 0.0322(7) Uani 1 1 d . . . . .
C15 C 0.7047(5) 0.9594(3) 0.2595(3) 0.0374(7) Uani 1 1 d . . . . .
H15 H 0.602152 1.005439 0.268974 0.045 Uiso 1 1 calc R U . . .
C16 C 0.6969(5) 0.9275(3) 0.1864(2) 0.0348(7) Uani 1 1 d . . . . .
H16 H 0.588127 0.952095 0.146169 0.042 Uiso 1 1 calc R U . . .
C17 C 0.7546(5) 0.9096(3) 0.4765(2) 0.0300(6) Uani 1 1 d . . . . .
C18 C 0.7312(5) 0.9568(3) 0.5404(2) 0.0323(6) Uani 1 1 d . . . . .
H18 H 0.792382 1.022309 0.521364 0.039 Uiso 1 1 calc R U . . .
C19 C 0.5419(5) 0.8187(3) 0.6504(2) 0.0328(7) Uani 1 1 d . . . . .
C20 C 0.5611(5) 0.7726(3) 0.5857(2) 0.0335(7) Uani 1 1 d . . . . .
H20 H 0.497091 0.707988 0.603994 0.040 Uiso 1 1 calc R U . . .
C21 C 0.3936(6) 0.6687(3) 0.7823(2) 0.0374(7) Uani 1 1 d . . . . .
C22 C 0.5283(6) 0.5976(3) 0.8392(3) 0.0390(8) Uani 1 1 d . . . . .
H22 H 0.655547 0.620381 0.845411 0.047 Uiso 1 1 calc R U . . .
C23 C 0.4801(6) 0.4920(3) 0.8881(3) 0.0367(7) Uani 1 1 d . . . . .
H23 H 0.574564 0.443641 0.928124 0.044 Uiso 1 1 calc R U . . .
C24 C 0.2950(5) 0.4556(2) 0.8795(2) 0.0309(6) Uani 1 1 d . . . . .
C25 C 0.1619(5) 0.5288(3) 0.8188(2) 0.0350(7) Uani 1 1 d . . . . .
H25 H 0.036688 0.506703 0.809810 0.042 Uiso 1 1 calc R U . . .
C26 C 0.2117(6) 0.6336(3) 0.7717(2) 0.0379(7) Uani 1 1 d . . . . .
N1 N 0.6231(4) 0.9101(2) 0.6284(2) 0.0325(6) Uani 1 1 d . . . . .
N2 N 0.6702(4) 0.8199(2) 0.4975(2) 0.0329(6) Uani 1 1 d . . . . .
O1 O 0.8717(4) 0.96098(19) 0.38939(17) 0.0374(5) Uani 1 1 d . . . . .
O2 O 0.4363(5) 0.77484(19) 0.74227(18) 0.0442(6) Uani 1 1 d . . . . .
Br1A Br 1.2278(3) 0.81052(8) 0.38441(9) 0.0475(4) Uani 0.883(14) 1 d . . P B 1
Br2A Br 0.0357(4) 0.7351(3) 0.69031(14) 0.0446(10) Uani 0.67(3) 1 d . . P C 1
Br1B Br 1.188(4) 0.8048(16) 0.3822(12) 0.108(7) Uani 0.117(14) 1 d . . P B 2
Br2B Br 0.0192(17) 0.7174(16) 0.6858(7) 0.084(2) Uani 0.33(3) 1 d . . P C 2


_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
C1A C2A 1.649(19) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C2A O1A 1.613(19) . ?
C2A H2AA 0.9900 . ?
C2A H2AC 0.9900 . ?
C3A O1A 1.53(3) . ?
C3A C4A 1.695(18) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A H4AA 0.9800 . ?
C4A H4AC 0.9800 . ?
C4A H4AD 0.9800 . ?
C1 C11 1.532(4) . ?
C1 C6 1.534(4) . ?
C1 C2 1.542(4) . ?
C1 C9 1.547(4) 2_666 ?
C2 C3 1.540(5) . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 C4 1.528(6) . ?
C3 C7 1.534(5) . ?
C3 H3 1.0000 . ?
C4 C5 1.515(6) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 C8 1.527(5) . ?
C5 C6 1.533(5) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C10 1.549(4) 2_666 ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C10 1.541(5) 2_666 ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.549(4) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C24 1.528(4) . ?
C11 C12 1.387(5) . ?
C11 C16 1.400(4) . ?
C12 C13 1.397(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(5) . ?
C13 Br1B 1.67(2) . ?
C13 Br1A 1.899(4) . ?
C14 C15 1.370(5) . ?
C14 O1 1.402(4) . ?
C15 C16 1.383(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 N2 1.319(4) . ?
C17 O1 1.363(4) . ?
C17 C18 1.394(4) . ?
C18 N1 1.336(4) . ?
C18 H18 0.9500 . ?
C19 N1 1.327(4) . ?
C19 O2 1.369(4) . ?
C19 C20 1.393(4) . ?
C20 N2 1.342(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.366(6) . ?
C21 C26 1.385(6) . ?
C21 O2 1.394(4) . ?
C22 C23 1.394(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.402(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.396(5) . ?
C25 C26 1.385(5) . ?
C25 H25 0.9500 . ?
C26 Br2A 1.881(4) . ?
C26 Br2B 1.895(9) . ?

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
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O1A C2A C1A 82.3(16) . . ?
O1A C2A H2AA 114.9 . . ?
C1A C2A H2AA 114.9 . . ?
O1A C2A H2AC 114.9 . . ?
C1A C2A H2AC 114.9 . . ?
H2AA C2A H2AC 112.0 . . ?
O1A C3A C4A 93.1(18) . . ?
O1A C3A H3AA 113.1 . . ?
C4A C3A H3AA 113.1 . . ?
O1A C3A H3AB 113.1 . . ?
C4A C3A H3AB 113.1 . . ?
H3AA C3A H3AB 110.5 . . ?
C3A C4A H4AA 109.5 . . ?
C3A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
C3A C4A H4AD 109.5 . . ?
H4AA C4A H4AD 109.5 . . ?
H4AC C4A H4AD 109.5 . . ?
C3A O1A C2A 93(2) . . ?
C11 C1 C6 111.5(3) . . ?
C11 C1 C2 111.0(3) . . ?
C6 C1 C2 108.2(3) . . ?
C11 C1 C9 109.1(2) . 2_666 ?
C6 C1 C9 108.3(3) . 2_666 ?
C2 C1 C9 108.6(2) . 2_666 ?
C3 C2 C1 110.4(3) . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2AB 109.6 . . ?
C1 C2 H2AB 109.6 . . ?
H2A C2 H2AB 108.1 . . ?
C4 C3 C7 109.3(3) . . ?
C4 C3 C2 109.1(3) . . ?
C7 C3 C2 110.0(3) . . ?
C4 C3 H3 109.5 . . ?
C7 C3 H3 109.5 . . ?
C2 C3 H3 109.5 . . ?
C5 C4 C3 109.3(3) . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4AB 109.8 . . ?
C3 C4 H4AB 109.8 . . ?
H4A C4 H4AB 108.3 . . ?
C4 C5 C8 110.6(3) . . ?
C4 C5 C6 110.1(3) . . ?
C8 C5 C6 109.2(3) . . ?
C4 C5 H5 109.0 . . ?
C8 C5 H5 109.0 . . ?
C6 C5 H5 109.0 . . ?
C5 C6 C1 110.2(3) . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6AB 109.6 . . ?
C1 C6 H6AB 109.6 . . ?
H6A C6 H6AB 108.1 . . ?
C3 C7 C10 110.6(3) . 2_666 ?
C3 C7 H7A 109.5 . . ?
C10 C7 H7A 109.5 2_666 . ?
C3 C7 H7AB 109.5 . . ?
C10 C7 H7AB 109.5 2_666 . ?
H7A C7 H7AB 108.1 . . ?
C5 C8 C10 110.5(3) . 2_666 ?
C5 C8 H8A 109.5 . . ?
C10 C8 H8A 109.5 2_666 . ?
C5 C8 H8AB 109.5 . . ?
C10 C8 H8AB 109.5 2_666 . ?
H8A C8 H8AB 108.1 . . ?
C1 C9 C10 112.0(2) 2_666 . ?
C1 C9 H9A 109.2 2_666 . ?
C10 C9 H9A 109.2 . . ?
C1 C9 H9AB 109.2 2_666 . ?
C10 C9 H9AB 109.2 . . ?
H9A C9 H9AB 107.9 . . ?
C24 C10 C8 111.3(3) . 2_666 ?
C24 C10 C9 110.2(2) . . ?
C8 C10 C9 107.4(2) 2_666 . ?
C24 C10 C7 111.1(2) . 2_666 ?
C8 C10 C7 108.4(3) 2_666 2_666 ?
C9 C10 C7 108.3(3) . 2_666 ?
C12 C11 C16 117.6(3) . . ?
C12 C11 C1 120.5(3) . . ?
C16 C11 C1 121.9(3) . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 Br1B 120.4(6) . . ?
C12 C13 Br1B 119.2(6) . . ?
C14 C13 Br1A 120.0(2) . . ?
C12 C13 Br1A 120.0(3) . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 O1 119.5(3) . . ?
C13 C14 O1 120.6(3) . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.8(3) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
N2 C17 O1 120.5(3) . . ?
N2 C17 C18 123.0(3) . . ?
O1 C17 C18 116.4(3) . . ?
N1 C18 C17 120.2(3) . . ?
N1 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
N1 C19 O2 113.5(3) . . ?
N1 C19 C20 123.0(3) . . ?
O2 C19 C20 123.5(3) . . ?
N2 C20 C19 119.8(3) . . ?
N2 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C26 119.0(3) . . ?
C22 C21 O2 119.1(3) . . ?
C26 C21 O2 121.8(3) . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 121.3(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C25 C24 C23 117.6(3) . . ?
C25 C24 C10 120.2(3) . . ?
C23 C24 C10 122.2(3) . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 121.6(3) . . ?
C25 C26 Br2A 121.7(3) . . ?
C21 C26 Br2A 116.8(3) . . ?
C25 C26 Br2B 113.1(8) . . ?
C21 C26 Br2B 125.2(8) . . ?
C19 N1 C18 116.8(3) . . ?
C17 N2 C20 117.1(3) . . ?
C17 O1 C14 115.7(2) . . ?
C19 O2 C21 117.5(2) . . ?

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
C4A C3A O1A C2A 168(2) . . . . ?
C1A C2A O1A C3A -152(2) . . . . ?
C11 C1 C2 C3 178.2(3) . . . . ?
C6 C1 C2 C3 -59.1(3) . . . . ?
C9 C1 C2 C3 58.2(3) 2_666 . . . ?
C1 C2 C3 C4 60.2(4) . . . . ?
C1 C2 C3 C7 -59.6(4) . . . . ?
C7 C3 C4 C5 60.2(4) . . . . ?
C2 C3 C4 C5 -60.1(4) . . . . ?
C3 C4 C5 C8 -60.2(4) . . . . ?
C3 C4 C5 C6 60.5(4) . . . . ?
C4 C5 C6 C1 -60.4(4) . . . . ?
C8 C5 C6 C1 61.1(4) . . . . ?
C11 C1 C6 C5 -178.9(3) . . . . ?
C2 C1 C6 C5 58.7(4) . . . . ?
C9 C1 C6 C5 -58.7(3) 2_666 . . . ?
C4 C3 C7 C10 -60.1(3) . . . 2_666 ?
C2 C3 C7 C10 59.6(4) . . . 2_666 ?
C4 C5 C8 C10 59.4(4) . . . 2_666 ?
C6 C5 C8 C10 -61.8(4) . . . 2_666 ?
C1 C9 C10 C24 180.0(2) 2_666 . . . ?
C1 C9 C10 C8 58.5(3) 2_666 . . 2_666 ?
C1 C9 C10 C7 -58.3(3) 2_666 . . 2_666 ?
C6 C1 C11 C12 -170.5(3) . . . . ?
C2 C1 C11 C12 -49.8(4) . . . . ?
C9 C1 C11 C12 69.8(4) 2_666 . . . ?
C6 C1 C11 C16 11.4(4) . . . . ?
C2 C1 C11 C16 132.1(3) . . . . ?
C9 C1 C11 C16 -108.2(3) 2_666 . . . ?
C16 C11 C12 C13 0.4(5) . . . . ?
C1 C11 C12 C13 -177.7(3) . . . . ?
C11 C12 C13 C14 -0.2(5) . . . . ?
C11 C12 C13 Br1B 173.3(11) . . . . ?
C11 C12 C13 Br1A -179.8(2) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
Br1B C13 C14 C15 -173.6(11) . . . . ?
Br1A C13 C14 C15 179.4(3) . . . . ?
C12 C13 C14 O1 -177.1(3) . . . . ?
Br1B C13 C14 O1 9.4(12) . . . . ?
Br1A C13 C14 O1 2.5(4) . . . . ?
C13 C14 C15 C16 0.3(5) . . . . ?
O1 C14 C15 C16 177.3(3) . . . . ?
C14 C15 C16 C11 -0.1(5) . . . . ?
C12 C11 C16 C15 -0.3(5) . . . . ?
C1 C11 C16 C15 177.8(3) . . . . ?
N2 C17 C18 N1 1.5(5) . . . . ?
O1 C17 C18 N1 -178.3(3) . . . . ?
N1 C19 C20 N2 1.8(6) . . . . ?
O2 C19 C20 N2 -178.9(3) . . . . ?
C26 C21 C22 C23 -2.0(5) . . . . ?
O2 C21 C22 C23 173.6(3) . . . . ?
C21 C22 C23 C24 0.9(5) . . . . ?
C22 C23 C24 C25 1.0(5) . . . . ?
C22 C23 C24 C10 -179.7(3) . . . . ?
C8 C10 C24 C25 -176.7(3) 2_666 . . . ?
C9 C10 C24 C25 64.2(4) . . . . ?
C7 C10 C24 C25 -55.9(4) 2_666 . . . ?
C8 C10 C24 C23 4.0(4) 2_666 . . . ?
C9 C10 C24 C23 -115.1(3) . . . . ?
C7 C10 C24 C23 124.9(3) 2_666 . . . ?
C23 C24 C25 C26 -1.7(5) . . . . ?
C10 C24 C25 C26 179.0(3) . . . . ?
C24 C25 C26 C21 0.6(5) . . . . ?
C24 C25 C26 Br2A -179.4(3) . . . . ?
C24 C25 C26 Br2B 175.7(6) . . . . ?
C22 C21 C26 C25 1.3(5) . . . . ?
O2 C21 C26 C25 -174.2(3) . . . . ?
C22 C21 C26 Br2A -178.8(3) . . . . ?
O2 C21 C26 Br2A 5.7(4) . . . . ?
C22 C21 C26 Br2B -173.2(7) . . . . ?
O2 C21 C26 Br2B 11.3(8) . . . . ?
O2 C19 N1 C18 179.0(3) . . . . ?
C20 C19 N1 C18 -1.7(5) . . . . ?
C17 C18 N1 C19 0.1(5) . . . . ?
O1 C17 N2 C20 178.4(3) . . . . ?
C18 C17 N2 C20 -1.4(5) . . . . ?
C19 C20 N2 C17 -0.2(5) . . . . ?
N2 C17 O1 C14 12.7(5) . . . . ?
C18 C17 O1 C14 -167.5(3) . . . . ?
C15 C14 O1 C17 83.9(4) . . . . ?
C13 C14 O1 C17 -99.1(4) . . . . ?
N1 C19 O2 C21 -163.1(3) . . . . ?
C20 C19 O2 C21 17.5(5) . . . . ?
C22 C21 O2 C19 91.6(4) . . . . ?
C26 C21 O2 C19 -92.9(4) . . . . ?

_refine_diff_density_max         2.336
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.124



